5-hydroxylysine (BioDeep_00000398026)

Main id: BioDeep_00000001264

Secondary id: BioDeep_00000398318, BioDeep_00000400341, BioDeep_00000402979

natural product PANOMIX_OTCML-2023


代谢物信息卡片


L-Erythro-5-hydroxylysine

化学式: C6H14N2O3 (162.1004)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 40.6%

分子结构信息

SMILES: C(CC(C(=O)O)N)C(CN)O
InChI: InChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)

描述信息

The lysine derivative that is 2,6-diamino-5-hydroxyhexanoic acid, a chiral alpha-amino acid.
KEIO_ID H064

同义名列表

6 个代谢物同义名

5-hydroxylysine; L-Erythro-5-hydroxylysine; (5R)-5-Hydroxy-L-lysine; 5-Hydroxy-L-lysine; L-hydroxylysine; L-Hydroxylysine



数据库引用编号

50 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

10 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 1 BGLAP
Peripheral membrane protein 4 ACHE, GBA1, PLOD2, PLOD3
Endoplasmic reticulum membrane 4 HSP90B1, PLOD1, PLOD2, PLOD3
Nucleus 3 ACHE, HSP90B1, LOXL2
cytosol 2 HSP90B1, SST
dendrite 1 BGLAP
trans-Golgi network 2 GBA1, PLOD3
nucleoplasm 1 LOXL2
Cell membrane 2 ACHE, ITGAM
Synapse 2 ACHE, C1QA
cell surface 3 ACHE, ITGAM, PXDN
glutamatergic synapse 1 C1QA
Golgi apparatus 3 ACHE, GBA1, PLOD3
lysosomal membrane 2 GAA, GBA1
neuromuscular junction 1 ACHE
neuronal cell body 1 SST
postsynapse 1 C1QA
smooth endoplasmic reticulum 1 HSP90B1
Lysosome 2 GAA, GBA1
acrosomal vesicle 1 LOXL1
plasma membrane 3 ACHE, GAA, ITGAM
Membrane 7 ACHE, COLGALT1, EGFL6, GAA, HSP90B1, ITGAM, LOXL2
extracellular exosome 9 COL1A2, GAA, GBA1, HSP90B1, ITGAM, PLOD1, PLOD2, PLOD3, PXDN
Lysosome membrane 2 GAA, GBA1
Lumenal side 3 GBA1, PLOD2, PLOD3
endoplasmic reticulum 7 GBA1, HSP90B1, LOXL2, PLOD1, PLOD2, PLOD3, PXDN
extracellular space 11 ACHE, BGLAP, COL1A2, EGFL6, ITGAM, LOX, LOXL1, LOXL2, PLOD3, PXDN, SST
lysosomal lumen 2 GAA, GBA1
perinuclear region of cytoplasm 2 ACHE, HSP90B1
mitochondrion 1 GCDH
protein-containing complex 1 HSP90B1
intracellular membrane-bounded organelle 1 GAA
Single-pass type I membrane protein 1 ITGAM
Secreted 9 ACHE, BGLAP, C1QA, COL1A2, GAA, LOX, LOXL2, PLOD3, SST
extracellular region 11 ACHE, BGLAP, C1QA, COL1A2, ELN, GAA, HSP90B1, LOX, LOXL1, PXDN, SST
Mitochondrion matrix 1 GCDH
mitochondrial matrix 1 GCDH
Extracellular side 1 ACHE
external side of plasma membrane 1 ITGAM
Secreted, extracellular space, extracellular matrix 3 COL1A2, ELN, LOXL1
perikaryon 1 BGLAP
midbody 1 HSP90B1
vesicle 1 BGLAP
Membrane raft 1 ITGAM
focal adhesion 1 HSP90B1
GABA-ergic synapse 1 SST
extracellular matrix 3 ELN, LOX, PXDN
basement membrane 5 ACHE, EGFL6, LOXL1, LOXL2, PXDN
collagen trimer 3 C1QA, COL1A2, LOX
collagen-containing extracellular matrix 9 C1QA, COL1A2, ELN, HSP90B1, LOX, LOXL1, LOXL2, PLOD3, PXDN
chromatin 1 LOXL2
Chromosome 1 LOXL2
Secreted, extracellular space 3 LOX, LOXL1, PLOD3
Lipid-anchor, GPI-anchor 1 ACHE
specific granule membrane 1 ITGAM
tertiary granule membrane 2 GAA, ITGAM
Melanosome 1 HSP90B1
side of membrane 1 ACHE
sperm plasma membrane 1 HSP90B1
plasma membrane raft 1 ITGAM
Golgi lumen 1 BGLAP
endoplasmic reticulum lumen 5 BGLAP, COL1A2, COLGALT1, HSP90B1, PLOD3
azurophil granule membrane 1 GAA
rough endoplasmic reticulum membrane 2 PLOD1, PLOD2
neuronal dense core vesicle 1 SST
Sarcoplasmic reticulum lumen 1 HSP90B1
synaptic cleft 1 ACHE
ficolin-1-rich granule membrane 1 GAA
Rough endoplasmic reticulum 2 PLOD2, PLOD3
integrin complex 1 ITGAM
Secreted, extracellular space, extracellular matrix, basement membrane 3 EGFL6, LOXL2, PXDN
elastic fiber 1 ELN
endocytic vesicle lumen 1 HSP90B1
collagen type I trimer 1 COL1A2
complement component C1 complex 1 C1QA
complement component C1q complex 1 C1QA
extrinsic component of postsynaptic membrane 1 C1QA
extrinsic component of presynaptic membrane 1 C1QA
integrin alphaM-beta2 complex 1 ITGAM
catalytic complex 1 PLOD1
endoplasmic reticulum chaperone complex 1 HSP90B1
autolysosome lumen 1 GAA
[Isoform H]: Cell membrane 1 ACHE
[PXDN active fragment]: Secreted, extracellular space, extracellular matrix 1 PXDN


文献列表

  • Dang Dang Wang, Guang Fu Tang, Yuan Yuan Li, Jun Jian Yu, Xin Jian Lei, Yang Chun Cao, Jun Hu Yao. Differences in serum metabolome profile explain individual variation in growth performance of young goats. Journal of proteomics. 2023 Jul; 288(?):104982. doi: 10.1016/j.jprot.2023.104982. [PMID: 37532014]
  • Shangqing Li, Guorong Lyu, Shaohui Li, Hainan Yang, Yiru Yang. Metabolic characterization of amniotic fluid of fetuses with isolated choroid plexus cyst. Journal of perinatal medicine. 2022 Oct; 50(8):1100-1106. doi: 10.1515/jpm-2022-0028. [PMID: 35607760]
  • Nina Patel, Philippa Mills, James Davison, Maureen Cleary, Paul Gissen, Blerida Banushi, Ivan Doykov, Megan Dorman, Kevin Mills, Wendy E Heywood. Free urinary glycosylated hydroxylysine as an indicator of altered collagen degradation in the mucopolysaccharidoses. Journal of inherited metabolic disease. 2020 03; 43(2):309-317. doi: 10.1002/jimd.12166. [PMID: 31452203]
  • Michael Behringer, Johannes Caspar Konrad Montag, Yvonne Kilian, Phil Heaton, Joachim Mester. Polyamines, myosin heavy chains, and collagen specific amino acids after a repeated bout of eccentric exercise. Research in sports medicine (Print). 2016 Jul; 24(3):287-97. doi: 10.1080/15438627.2016.1202830. [PMID: 27379471]
  • O V Zaitseva, S G Shandrenko, M M Veliky. Biochemical markers of bone collagen type I metabolism. Ukrainian biochemical journal. 2015 Jan; 87(1):21-32. doi: 10.15407/ubj87.01.021. [PMID: 26036128]
  • Miquel Rojas-Cherto, Julio E Peironcely, Piotr T Kasper, Justin J J van der Hooft, Ric C H de Vos, Rob Vreeken, Thomas Hankemeier, Theo Reijmers. Metabolite identification using automated comparison of high-resolution multistage mass spectral trees. Analytical chemistry. 2012 Jul; 84(13):5524-34. doi: 10.1021/ac2034216. [PMID: 22612383]
  • Oliver Fricke, Christof Land, Ralf Beccard, Oliver Semler, Angelika Stabrey, Eckhard Schoenau. The relationship between body composition and the urinary excretion of deoxypyridinoline and galactosyl-hydroxylysine in children and adolescents. Journal of bone and mineral metabolism. 2009; 27(6):689-97. doi: 10.1007/s00774-009-0083-5. [PMID: 19526303]
  • Stephane Walrand, Eleni Chiotelli, Florence Noirt, Sandrine Mwewa, Taous Lassel. Consumption of a functional fermented milk containing collagen hydrolysate improves the concentration of collagen-specific amino acids in plasma. Journal of agricultural and food chemistry. 2008 Sep; 56(17):7790-5. doi: 10.1021/jf800691f. [PMID: 18707117]
  • Trifon Tofas, Athanasios Z Jamurtas, Ioannis Fatouros, Michalis G Nikolaidis, Yiannis Koutedakis, Efstathios A Sinouris, Nickoletta Papageorgakopoulou, Dimitrios A Theocharis. Plyometric exercise increases serum indices of muscle damage and collagen breakdown. Journal of strength and conditioning research. 2008 Mar; 22(2):490-6. doi: 10.1519/jsc.0b013e31816605a0. [PMID: 18550965]
  • Antti M Salo, Laura Sipilä, Raija Sormunen, Heli Ruotsalainen, Seppo Vainio, Raili Myllylä. The lysyl hydroxylase isoforms are widely expressed during mouse embryogenesis, but obtain tissue- and cell-specific patterns in the adult. Matrix biology : journal of the International Society for Matrix Biology. 2006 Oct; 25(8):475-83. doi: 10.1016/j.matbio.2006.08.260. [PMID: 16996725]
  • T Ahsan, F Harwood, K B McGowan, D Amiel, R L Sah. Kinetics of collagen crosslinking in adult bovine articular cartilage. Osteoarthritis and cartilage. 2005 Aug; 13(8):709-15. doi: 10.1016/j.joca.2005.03.005. [PMID: 16043034]
  • F Pagani, C M Francucci, L Moro. Markers of bone turnover: biochemical and clinical perspectives. Journal of endocrinological investigation. 2005; 28(10 Suppl):8-13. doi: NULL. [PMID: 16550716]
  • Baris Simsek, Ozgül Karacaer, Inci Karaca. Urine products of bone breakdown as markers of bone resorption and clinical usefulness of urinary hydroxyproline: an overview. Chinese medical journal. 2004 Feb; 117(2):291-5. doi: . [PMID: 14975218]
  • Ivo Barić, Kresimir Baraka, Miljenka Maradin, Dorotea Bartonicek, Vladimir Sarnavka, Davor Begović, Ksenija Fumić. [Glutaric aciduria type 1: an example of the importance of early detection of so-called cerebral organic aciduria]. Lijecnicki vjesnik. 2003 Nov; 125(11-12):312-6. doi: . [PMID: 15209027]
  • Kenneth M Towe. Evolution of protein amino acids. Science (New York, N.Y.). 2003 May; 300(5624):1370-1. doi: 10.1126/science.300.5624.1370d. [PMID: 12775820]
  • Frank Rauch, Mareile Georg, Angelika Stabrey, Christina Neu, Werner F Blum, Thomas Remer, Friedrich Manz, Eckhard Schoenau. Collagen markers deoxypyridinoline and hydroxylysine glycosides: pediatric reference data and use for growth prediction in growth hormone-deficient children. Clinical chemistry. 2002 Feb; 48(2):315-22. doi: . [PMID: 11805013]
  • R Swaminathan. Biochemical markers of bone turnover. Clinica chimica acta; international journal of clinical chemistry. 2001 Nov; 313(1-2):95-105. doi: 10.1016/s0009-8981(01)00656-8. [PMID: 11694245]
  • S Ono, N Shimizu, T Imai, G P Rodriguez. Urinary collagen metabolite excretion in amyotrophic lateral sclerosis. Muscle & nerve. 2001 Jun; 24(6):821-5. doi: 10.1002/mus.1075. [PMID: 11360267]
  • S Niiyama, S Koelker, I Degen, G F Hoffmann, R Happle, R Hoffmann. Acrodermatitis acidemica secondary to malnutrition in glutaric aciduria type I. European journal of dermatology : EJD. 2001 May; 11(3):244-6. doi: NULL. [PMID: 11358733]
  • J Zywiec, W Grzeszczak, K Pierzchała. [Bone complication in diabetes subjects with good metabolic control and without longterm complications: certain problems. Part II. Basal parameters of bone turnover]. Przeglad lekarski. 2001; 58(6):495-7. doi: . [PMID: 11816739]
  • M Plebani, D Bernardi, M F Meneghetti, F Ujka, M Zaninotto. Biological variability in assessing the clinical value of biochemical markers of bone turnover. Clinica chimica acta; international journal of clinical chemistry. 2000 Sep; 299(1-2):77-86. doi: 10.1016/s0009-8981(00)00285-0. [PMID: 10900294]
  • B Casetta, M Romanello, L Moro. A rapid and simple method for quantitation of urinary hydroxylysyl glycosides, indicators of collagen turnover, using liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2000; 14(23):2238-41. doi: 10.1002/1097-0231(20001215)14:23<2238::aid-rcm157>3.0.co;2-a. [PMID: 11114034]
  • M J Seibel. Molecular markers of bone turnover: biochemical, technical and analytical aspects. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA. 2000; 11 Suppl 6(?):S18-29. doi: 10.1007/s001980070003. [PMID: 11193236]
  • V Lo Cascio, F Bertoldo, G Gambaro, E Gasperi, F Furlan, F Colapietro, C Lo Cascio, M Campagnola. Urinary galactosyl-hydroxylysine in postmenopausal osteoporotic women: A potential marker of bone fragility. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research. 1999 Aug; 14(8):1420-4. doi: 10.1359/jbmr.1999.14.8.1420. [PMID: 10457275]
  • D Euli, L Colombo, A Bruno, E Mussini. Assay for 5-hydroxylysine and L-lysine in human and rat urine and in bone by gas chromatography. Journal of chromatography. B, Biomedical sciences and applications. 1999 Mar; 724(2):373-9. doi: 10.1016/s0378-4347(98)00539-8. [PMID: 10219680]
  • S D Leigh, H S Ju, R Lundgard, G Y Daniloff, V Liu. Development of an immunoassay for urinary galactosylhydroxylysine. Journal of immunological methods. 1998 Nov; 220(1-2):169-78. doi: 10.1016/s0022-1759(98)00159-8. [PMID: 9839938]
  • B Morin, W A Bubb, M J Davies, R T Dean, S Fu. 3-Hydroxylysine, a potential marker for studying radical-induced protein oxidation. Chemical research in toxicology. 1998 Nov; 11(11):1265-73. doi: 10.1021/tx980118h. [PMID: 9815186]
  • A Jarisch, C Giunta, S Zielen, R König, B Steinmann. Sibs affected with both Ehlers-Danlos syndrome type IV and cystic fibrosis. American journal of medical genetics. 1998 Aug; 78(5):455-60. doi: 10.1002/(sici)1096-8628(19980806)78:5<455::aid-ajmg11>3.0.co;2-e. [PMID: 9714013]
  • M Zaninotto, D Bernardi, F Ujka, P Bonato, M Plebani. A proposal for standardizing urine collections for bone resorption markers measurement. Journal of clinical laboratory analysis. 1998; 12(3):145-9. doi: 10.1002/(sici)1098-2825(1998)12:3<145::aid-jcla3>3.0.co;2-8. [PMID: 9591700]
  • P Sirtori, C Sosio, R M Polo, R Tenni, A Rubinacci. A comparative study on biochemical markers of bone collagen breakdown in post-menopausal women. Pharmacological research. 1997 Sep; 36(3):229-35. doi: 10.1006/phrs.1997.0220. [PMID: 9367668]
  • P Collet, D Uebelhart, L Vico, L Moro, D Hartmann, M Roth, C Alexandre. Effects of 1- and 6-month spaceflight on bone mass and biochemistry in two humans. Bone. 1997 Jun; 20(6):547-51. doi: 10.1016/s8756-3282(97)00052-5. [PMID: 9177869]
  • E Casari, M Alfano, M Valente, G D Clarke, G Ferni, B Grazioli. Ovariectomy in the rat induces a rapid increase in the urinary excretion of hydroxylysine glycosides and non-reducible crosslink residues. Osteoporosis international : a journal established as result of cooperation between the European Foundation for Osteoporosis and the National Osteoporosis Foundation of the USA. 1997; 7(6):539-43. doi: 10.1007/bf02652559. [PMID: 9604049]
  • M Pasquali, M J Still, T Vales, R I Rosen, J D Evinger, P P Dembure, N Longo, L J Elsas. Abnormal formation of collagen cross-links in skin fibroblasts cultured from patients with Ehlers-Danlos syndrome type VI. Proceedings of the Association of American Physicians. 1997 Jan; 109(1):33-41. doi: . [PMID: 9010914]
  • A Rubinacci, P Divieti, R M Polo, M Zampino, G Resmini, R Tenni. Effect of an oral calcium load on urinary markers of collagen breakdown. Journal of endocrinological investigation. 1996 Dec; 19(11):719-26. doi: 10.1007/bf03347874. [PMID: 9061504]
  • G Jonderko, E J Kucharz, M Fink, B Filipek, E Kotrys-Puchalska, A Wedrychowska. [Effect of heart infarction on levels of type I procollagen carboxyterminal peptide in blood serum]. Polskie Archiwum Medycyny Wewnetrznej. 1996 Dec; 96(6):528-35. doi: . [PMID: 9139272]
  • C Y Guo, W E Thomas, A W al-Dehaimi, A M Assiri, R Eastell. Longitudinal changes in bone mineral density and bone turnover in postmenopausal women with primary hyperparathyroidism. The Journal of clinical endocrinology and metabolism. 1996 Oct; 81(10):3487-91. doi: 10.1210/jcem.81.10.8855790. [PMID: 8855790]
  • A Pecile, C Netti, V Sibilia, I Villa, G Calori, R Tenni, M Coluzzi, G L Moro, A Rubinacci. Comparison between urinary pyridinium cross-links and hydroxylysine glycosides in monitoring the effects of ovariectomy and 17 beta-estradiol replacement in aged rats. The Journal of endocrinology. 1996 Sep; 150(3):383-90. doi: 10.1677/joe.0.1500383. [PMID: 8882157]
  • V Grazioli, M Alfano, A Stenico, E Casari. Urinary output of hydroxylysine glycosides and pyridinium cross-links in detecting rat bone collagen turnover rate. FEBS letters. 1996 Jun; 388(2-3):134-8. doi: 10.1016/0014-5793(96)00505-4. [PMID: 8690072]
  • R Marabini, P Sirtori, R Chionna, L Barzizza, A Rubinacci. Galactosylhydroxylysine and pyridinium cross links in monitoring the bone response to hormone replacement therapy. Journal of endocrinological investigation. 1996 Mar; 19(3):154-8. doi: 10.1007/bf03349858. [PMID: 8743280]
  • P Bettica, A K Taylor, J Talbot, L Moro, R Talamini, D J Baylink. Clinical performances of galactosyl hydroxylysine, pyridinoline, and deoxypyridinoline in postmenopausal osteoporosis. The Journal of clinical endocrinology and metabolism. 1996 Feb; 81(2):542-6. doi: 10.1210/jcem.81.2.8636265. [PMID: 8636265]
  • M Romanello, K Noris Suarez, P Bettica, L Moro. Detection of pyridinium cross-links in human bile. Calcified tissue international. 1995 Dec; 57(6):415-8. doi: 10.1007/bf00301942. [PMID: 8581871]
  • F Rauch, D Schnabel, M J Seibel, T Remer, A Stabrey, D Michalk, E Schönau. Urinary excretion of galactosyl-hydroxylysine is a marker of growth in children. The Journal of clinical endocrinology and metabolism. 1995 Apr; 80(4):1295-300. doi: 10.1210/jcem.80.4.7714103. [PMID: 7714103]
  • M Michalsky, J J Stepan, H Wilczek, J Formankova, L Moro. Galactosyl hydroxylysine in assessment of Paget's bone disease. Clinica chimica acta; international journal of clinical chemistry. 1995 Jan; 234(1-2):101-8. doi: 10.1016/0009-8981(94)05981-w. [PMID: 7758208]
  • H A Wollmann, E Schönau, W F Blum, F Meyer, K Kruse, M B Ranke. Dose-dependent responses in insulin-like growth factors, insulin-like growth factor-binding protein-3 and parameters of bone metabolism to growth hormone therapy in young adults with growth hormone deficiency. Hormone research. 1995; 43(6):249-56. doi: 10.1159/000184302. [PMID: 7541769]
  • M Alfano, E Casari, A Stenico, M Murone, V Grazioli. Improved HPLC determination of urinary hydroxylysine glycosides to study turnover rate of bone in humans and rats. Clinical chemistry. 1994 Nov; 40(11 Pt 1):2113-4. doi: 10.1093/clinchem/40.11.2113. [PMID: 7955391]
  • E J Kucharz. Serum hydroxyproline and hydroxylysine levels in patients with decompensated cirrhosis. Romanian journal of internal medicine = Revue roumaine de medecine interne. 1994 Oct; 32(4):271-4. doi: . [PMID: 7613499]
  • A K Taylor, S A Lueken, C Libanati, D J Baylink. Biochemical markers of bone turnover for the clinical assessment of bone metabolism. Rheumatic diseases clinics of North America. 1994 Aug; 20(3):589-607. doi: 10.1016/s0889-857x(21)00351-3. [PMID: 7984780]
  • V LoCascio, V Braga, F Bertoldo, P Bettica, A F Pasini, L Stefani, L Moro. Effect of bisphosphonate therapy and parathyroidectomy on the urinary excretion of galactosylhydroxylysine in primary hyperparathyroidism. Clinical endocrinology. 1994 Jul; 41(1):47-51. doi: 10.1111/j.1365-2265.1994.tb03783.x. [PMID: 8050131]
  • K Yoshihara, N Mochidome, T Hara, S Osada, A Takayama, M Nagata. Urinary excretion levels of hydroxylysine glycosides in osteoporotic patients. Biological & pharmaceutical bulletin. 1994 Jun; 17(6):836-9. doi: 10.1248/bpb.17.836. [PMID: 7951149]
  • G P Rodriguez, S L Garber. Prospective study of pressure ulcer risk in spinal cord injury patients. Paraplegia. 1994 Mar; 32(3):150-8. doi: 10.1038/sc.1994.28. [PMID: 8008417]
  • A Misiewicz, B Jeleń, K Radwan. [Excretion of hydroxylysine in urine of workers occupationally exposed to manganese]. Medycyna pracy. 1994; 45(4):319-23. doi: NULL. [PMID: 7968500]
  • P Bettica, D J Baylink, L Moro. Galactosyl hydroxylysine and deoxypyridinoline: a methodological comparison. European journal of clinical chemistry and clinical biochemistry : journal of the Forum of European Clinical Chemistry Societies. 1993 Jul; 31(7):459-65. doi: 10.1515/cclm.1993.31.7.459. [PMID: 8399787]
  • K Yoshihara, N Mochidome, Y Shida, Y Hayakawa, M Nagata. Pre-column derivatization and its optimum conditions for quantitative determination of urinary hydroxylysine glycosides by high-performance liquid chromatography. Biological & pharmaceutical bulletin. 1993 Jun; 16(6):604-7. doi: 10.1248/bpb.16.604. [PMID: 8364515]
  • V Grazioli, E Casari, M Murone, P A Bonini. High-performance liquid chromatographic method for measuring hydroxylysine glycosides and their ratio in urine as a possible marker of human bone collagen breakdown. Journal of chromatography. 1993 May; 615(1):59-66. doi: 10.1016/0378-4347(93)80290-k. [PMID: 8340463]
  • E Szołtysik, E J Kucharz. Serum markers of collagen metabolism in patients with diseases of the respiratory system. Romanian journal of internal medicine = Revue roumaine de medecine interne. 1993 Apr; 31(2):119-22. doi: NULL. [PMID: 8268829]
  • L Moro, K Noris-Suarez, M Michalsky, M Romanello, B de Bernard. The glycosides of hydroxylysine are final products of collagen degradation in humans. Biochimica et biophysica acta. 1993 Mar; 1156(3):288-90. doi: 10.1016/0304-4165(93)90044-9. [PMID: 8461318]
  • L Moro, C Gazzarrini, D Crivellari, E Galligioni, R Talamini, B de Bernard. Biochemical markers for detecting bone metastases in patients with breast cancer. Clinical chemistry. 1993 Jan; 39(1):131-4. doi: 10.1093/clinchem/39.1.131. [PMID: 8419037]
  • P Bettica, L Moro, S P Robins, A K Taylor, J Talbot, F R Singer, D J Baylink. Bone-resorption markers galactosyl hydroxylysine, pyridinium crosslinks, and hydroxyproline compared. Clinical chemistry. 1992 Nov; 38(11):2313-8. doi: . [PMID: 1424129]
  • E Schönau, K Kruse, B de Bernard, L Moro. Further evidence of elevated bone resorption in Ullrich-Turner syndrome by measuring urinary galactosyl-hydroxylysine. Acta paediatrica (Oslo, Norway : 1992). 1992 Aug; 81(8):633-4. doi: 10.1111/j.1651-2227.1992.tb12318.x. [PMID: 1392392]
  • J Mykała-Cieśla, J Gmiśki, M Machalski, M Drózdz. Evaluation of metabolism of connective tissue proteins in patients with lung cancer. Acta biochimica Polonica. 1992; 39(1):33-8. doi: NULL. [PMID: 1441832]
  • G P Rodriquez, J Claus-Walker, G Reed. A study of osteoporosis as it relates to metabolic manifestations in edentulous women. The Journal of oral implantology. 1992; 18(4):379-82. doi: NULL. [PMID: 1298822]
  • J A Dunn, D R McCance, S R Thorpe, T J Lyons, J W Baynes. Age-dependent accumulation of N epsilon-(carboxymethyl)lysine and N epsilon-(carboxymethyl)hydroxylysine in human skin collagen. Biochemistry. 1991 Feb; 30(5):1205-10. doi: 10.1021/bi00219a007. [PMID: 1899338]
  • P N Reddy, G D Raj, S C Dhar. Toxicological effects of an organophosphorus pesticide (dimethoate) on urinary collagen metabolites in normal and high protein diets fed female albino rats. Life sciences. 1991; 49(18):1309-18. doi: 10.1016/0024-3205(91)90195-h. [PMID: 1921647]
  • L J Beardsworth, D R Eyre, I R Dickson. Changes with age in the urinary excretion of lysyl- and hydroxylysylpyridinoline, two new markers of bone collagen turnover. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research. 1990 Jul; 5(7):671-6. doi: 10.1002/jbmr.5650050702. [PMID: 2118710]
  • L Dorland, M Duran, P K de Bree, G R Smith, A Horvath, A S Tibosch, S K Wadman. O-phosphohydroxylysinuria: a new inborn error of metabolism?. Clinica chimica acta; international journal of clinical chemistry. 1990 May; 188(3):221-6. doi: 10.1016/0009-8981(90)90203-5. [PMID: 2387074]
  • L Moro, C Gazzarrini, C Modricky, L Rovis, B de Bernard, E Galligioni, D Crivellari, S Morassut, S Monfardini. High predictivity of galactosyl-hydroxylysine in urine as an indicator of bone metastases from breast cancer. Clinical chemistry. 1990 May; 36(5):772-4. doi: 10.1093/clinchem/36.5.772. [PMID: 2337988]
  • D Uebelhart, E Gineyts, M C Chapuy, P D Delmas. Urinary excretion of pyridinium crosslinks: a new marker of bone resorption in metabolic bone disease. Bone and mineral. 1990 Jan; 8(1):87-96. doi: 10.1016/0169-6009(91)90143-n. [PMID: 2106358]
  • S Yamada, Y Aoto, T Suou, C Hirayama. Urinary hydroxyproline and hydroxylysine excretions in relation to hepatic hydroxyproline content in chronic liver disease. Clinical biochemistry. 1989 Oct; 22(5):389-93. doi: 10.1016/s0009-9120(89)80038-4. [PMID: 2805342]
  • J N Evans, D R Hemenway, J Kelley. Early markers of lung injury. Research report (Health Effects Institute). 1989 Sep; ?(29):1-17. doi: . [PMID: 2557865]
  • G P Rodriguez, J Claus-Walker, M C Kent, H M Garza. Collagen metabolite excretion as a predictor of bone- and skin-related complications in spinal cord injury. Archives of physical medicine and rehabilitation. 1989 Jun; 70(6):442-4. doi: 10.1016/0003-9993(89)90003-8. [PMID: 2730306]
  • L Moro, C Battista, C Modricky, L Rovis, B De Bernard, P Traldi, G Lubrano, F Marotti. High-performance liquid chromatographic preparation of galactosyl-hydroxylysine, a specific bone collagen marker. Journal of chromatography. 1989 May; 490(2):285-92. doi: 10.1016/s0378-4347(00)82786-3. [PMID: 2768402]
  • W Kulik, W Heerma, L Dorland, P K de Bree, M Duran. Fast-atom bombardment tandem mass spectrometry of phosphohydroxylysine and related phosphohydroxy amino acids. Rapid communications in mass spectrometry : RCM. 1989 Mar; 3(3):76-8. doi: 10.1002/rcm.1290030307. [PMID: 2520228]
  • T Ammitzbøll, S S Pedersen, F Espersen, H Schiøler. Excretion of urinary collagen metabolites correlates to severity of pulmonary disease in cystic fibrosis. Acta paediatrica Scandinavica. 1988 Nov; 77(6):842-6. doi: 10.1111/j.1651-2227.1988.tb10766.x. [PMID: 3144825]
  • R L Garlick, H F Bunn, R G Spiro. Nonenzymatic glycation of basement membranes from human glomeruli and bovine sources. Effect of diabetes and age. Diabetes. 1988 Aug; 37(8):1144-50. doi: 10.2337/diab.37.8.1144. [PMID: 3134265]
  • L Moro, R S Pozzi Mucelli, C Gazzarrini, C Modricky, F Marotti, B de Bernard. Urinary beta-1-galactosyl-0-hydroxylysine (GH) as a marker of collagen turnover of bone. Calcified tissue international. 1988 Feb; 42(2):87-90. doi: 10.1007/bf02556339. [PMID: 3127029]
  • L Moro, C Modricky, L Rovis, B de Bernard. Determination of galactosyl hydroxylysine in urine as a means for the identification of osteoporotic women. Bone and mineral. 1988 Jan; 3(3):271-6. doi: NULL. [PMID: 3207948]
  • M Sato, M Sasaki, Y Nagai. Increased urinary excretion of collagen metabolites in cadmium-metallothionein nephropathy. Archives of toxicology. 1987 Dec; 61(2):116-9. doi: 10.1007/bf00661368. [PMID: 3439883]
  • H Iwase, I Ishii, Y Kato, H Hamazaki, K Hotta, A Umezawa, T Kanzaki. Subfractionation of the dansylated derivatives of glucosyl galactosyl hydroxylysine by liquid chromatography and its application to a specific alpha-1,2-glucosidase assay. Journal of chromatography. 1987 Apr; 416(1):37-44. doi: 10.1016/0378-4347(87)80482-6. [PMID: 3298291]
  • C H Schröder, L A Monnens, H M van Lith-Zanders, J M Trijbels, J H Veerkamp. The urinary excretion of total hydroxylysine and its glycosides in normal persons, and in patients suffering from Alport's syndrome--contribution of the peptide-bound fraction. Nephron. 1987; 47(4):253-7. doi: 10.1159/000184519. [PMID: 3696326]
  • K Kabuki, I Ebihara, H Koide. [Age-related changes in biochemical composition of human glomerular basement membrane]. Nihon Jinzo Gakkai shi. 1987 Jan; 29(1):21-8. doi: NULL. [PMID: 3586397]
  • J Geesin, S Murad, S R Pinnell. Ascorbic acid stimulates collagen production without altering intracellular degradation in cultured human skin fibroblasts. Biochimica et biophysica acta. 1986 Apr; 886(2):272-4. doi: 10.1016/0167-4889(86)90145-x. [PMID: 3697385]
  • C H Schröder, L A Monnens, H M van Lith-Zanders, J M Trijbels, J H Veerkamp, J P Langeveld. Urinary excretion of hydroxylysine and its glycosides in Alport's syndrome and several other glomerulopathies. Nephron. 1986; 44(2):103-7. doi: 10.1159/000183975. [PMID: 3774073]
  • C H Schröder, J P Langeveld, B H van Raay-Selten, F J Trijbels, R de Graaf, J H Veerkamp, L A Monnens. Urinary excretion of hydroxylysine and its glycosides in normal persons of different ages--influence of maturation. The International journal of pediatric nephrology. 1985 Oct; 6(4):239-44. doi: . [PMID: 2419268]
  • T Sato, S Oguma, K Yoshinaga. Studies on amino acid composition of renal glomeruli from the diabetics. The Tohoku journal of experimental medicine. 1985 Sep; 147(1):89-96. doi: 10.1620/tjem.147.89. [PMID: 3934794]
  • D Larizza, R Lorini, M Franchini, R Tenni, A Salvatoni, F Severi. Urinary hydroxylysine and hydroxylysyl glycosides excretion in patients with Turner's syndrome. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 1985 Aug; 17(8):432-3. doi: 10.1055/s-2007-1013569. [PMID: 4054834]
  • V Ganapathy, S J Pashley, R A Roesel, D H Pashley, F H Leibach. Inhibition of rat and human prolidases by captopril. Biochemical pharmacology. 1985 Apr; 34(8):1287-91. doi: 10.1016/0006-2952(85)90507-6. [PMID: 3888225]
  • A Jendryczko, M Drozdz, K Magner. Urinary excretions of hydroxylysylglycosides in rats with experimentally induced collagen-like syndrome. Biomedica biochimica acta. 1985; 44(7-8):1133-7. doi: . [PMID: 2417593]
  • E I Daĭkhin, T V Zamaraeva, N A Mazhuga, L V Kuznetsov. [Determination of hydroxylysine glycosides in urine using an amino acid analyzer]. Laboratornoe delo. 1985; ?(10):592-4. doi: NULL. [PMID: 2416992]
  • R A Roesel, P R Blankenship, V Ganapathy, F H Leibach. 5-Hydroxy-L-lysine excretion in cystinuria. Journal of inherited metabolic disease. 1985; 8(3):123-6. doi: 10.1007/bf01819296. [PMID: 3939588]
  • L Moro, C Modricky, N Stagni, F Vittur, B de Bernard. High-performance liquid chromatographic analysis of urinary hydroxylysyl glycosides as indicators of collagen turnover. The Analyst. 1984 Dec; 109(12):1621-2. doi: 10.1039/an9840901621. [PMID: 6532253]
  • J Kelley, L Chrin. Thin-layer chromatography of hydroxylysine for collagen analysis. Journal of chromatography. 1984 Nov; 311(2):400-4. doi: 10.1016/s0378-4347(00)84737-4. [PMID: 6520189]
  • G R Burgio, H R Wiedemann. Further and new details on the Proteus syndrome. European journal of pediatrics. 1984 Nov; 143(1):71-3. doi: 10.1007/bf00442754. [PMID: 6510436]
  • G P Rodriguez, J Claus-Walker. Measurement of hydroxylysine glycosides in urine and its application to spinal cord injury. Journal of chromatography. 1984 Jun; 308(?):65-73. doi: 10.1016/s0021-9673(01)87533-6. [PMID: 6746836]
  • E Kucharz. Clinical and experimental studies on collagen metabolism in hepatic disorders. Medecine interne. 1984 Apr; 22(2):129-40. doi: NULL. [PMID: 6330869]
  • T Ammitzbøll, J Serup. Collagen metabolites in urine in localized scleroderma (morphoea). Acta dermato-venereologica. 1984; 64(6):534-7. doi: NULL. [PMID: 6084927]
  • M Jha, J Koacher, A K Susheela. Urinary excretion of glycosaminoglycans, hydroxyproline and hydroxylysine in rabbits after excessive ingestion of fluoride. Clinical and experimental pharmacology & physiology. 1983 Sep; 10(5):615-9. doi: 10.1111/j.1440-1681.1983.tb00231.x. [PMID: 6641020]
  • Y Veltischev, M Ignatova, A Ananenko, A Klembovsky, E Daihin, A Brydun, E Degtyareva. Hereditary nephritis and hypoplastic dysplastic nephropathy: hydroxylysine glycoside excretion and the glomerular basement membrane. The International journal of pediatric nephrology. 1983 Sep; 4(3):149-54. doi: NULL. [PMID: 6642868]
  • A Jendryczko, E Kucharz. Serum levels of free and bound hydroxylysine in healthy humans. Acta physiologica Polonica. 1983 Sep; 34(5-6):507-9. doi: NULL. [PMID: 6679986]
  • G Cetta, G De Luca, R Tenni, G Zanaboni, L Lenzi, A A Castellani. Biochemical investigations of different forms of osteogenesis imperfecta. Evaluation of 44 cases. Connective tissue research. 1983; 11(2-3):103-11. doi: 10.3109/03008208309004847. [PMID: 6224635]