H-DL-GLA-OH (BioDeep_00000624674)
代谢物信息卡片
1-aminopropane-1,3,3-tricarboxylic acid
化学式: C6H9NO6 (191.043)
中文名称: GAMMA-羰基-DL-谷氨酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(C(C(=O)O)C(=O)O)C(C(=O)O)N
InChI: InChI=1S/C6H9NO6/c7-3(6(12)13)1-2(4(8)9)5(10)11/h2-3H,1,7H2,(H,8,9)(H,10,11)(H,12,13)
描述信息
同义名列表
数据库引用编号
5 个数据库交叉引用编号
- PubChem: 40772
- Metlin: METLIN96169
- MeSH: 1-Carboxyglutamic Acid
- CAS: 56271-99-9
- CAS: 53445-96-8
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)
0 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 |
|---|
文献列表
- Hui Fang, Xiao-Yu Xu, Rui-Zhe Xu, Yan-Feng Zhen, Gang Xu, Yu-Kai Li. Decreased serum undercarboxylated osteocalcin is associated with cognitive impairment in male patients with type 2 diabetes.
Journal of diabetes and its complications.
2018 01; 32(1):56-60. doi:
10.1016/j.jdiacomp.2017.09.004. [PMID: 29126874] - M P Muller, Y Wang, J H Morrissey, E Tajkhorshid. Lipid specificity of the membrane binding domain of coagulation factor X.
Journal of thrombosis and haemostasis : JTH.
2017 10; 15(10):2005-2016. doi:
10.1111/jth.13788. [PMID: 28782177] - Abbhirami Rajagopal, Erica P Homan, Kyu Sang Joeng, Masataka Suzuki, Terry Bertin, Racel Cela, Elda Munivez, Brian Dawson, Ming-Ming Jiang, Frank Gannon, Susan Crawford, Brendan H Lee. Restoration of the serum level of SERPINF1 does not correct the bone phenotype in Serpinf1 null mice.
Molecular genetics and metabolism.
2016 Mar; 117(3):378-82. doi:
10.1016/j.ymgme.2015.11.015. [PMID: 26693895] - Nicholas C Vanderslice, Amanda S Messer, Kanagasabai Vadivel, S Paul Bajaj, Martin Phillips, Mostafa Fatemi, Weijie Xu, William H Velander. Quantifying vitamin K-dependent holoprotein compaction caused by differential γ-carboxylation using high-pressure size exclusion chromatography.
Analytical biochemistry.
2015 Jun; 479(?):6-14. doi:
10.1016/j.ab.2015.03.019. [PMID: 25804408] - Akiko Sumi, Jun Akiba, Sachiko Ogasawara, Masamichi Nakayama, Yoriko Nomura, Makiko Yasumoto, Sakiko Sanada, Osamu Nakashima, Toshi Abe, Hirohisa Yano. Des-γ-carboxyprothrombin (DCP) and NX-DCP expressions and their relationship with clinicopathological features in hepatocellular carcinoma.
PloS one.
2015; 10(3):e0118452. doi:
10.1371/journal.pone.0118452. [PMID: 25739032] - Narjes Tavoosi, Stephanie A Smith, Rebecca L Davis-Harrison, James H Morrissey. Factor VII and protein C are phosphatidic acid-binding proteins.
Biochemistry.
2013 Aug; 52(33):5545-52. doi:
10.1021/bi4006368. [PMID: 23879866] - Saotomo Itoh, Ryosuke Yokoyama, Go Kamoshida, Toshinobu Fujiwara, Hiromi Okada, Takemasa Takii, Tsutomu Tsuji, Satoshi Fujii, Hideki Hashizume, Kikuo Onozaki. Staphylococcal superantigen-like protein 10 (SSL10) inhibits blood coagulation by binding to prothrombin and factor Xa via their γ-carboxyglutamic acid (Gla) domain.
The Journal of biological chemistry.
2013 Jul; 288(30):21569-80. doi:
10.1074/jbc.m113.451419. [PMID: 23754290] - Shuguang Yang, Yanhong Ma, Yong Liu, Haiping Que, Changqiang Zhu, Shaojun Liu. Arachidonic acid: a bridge between traumatic brain injury and fracture healing.
Journal of neurotrauma.
2012 Nov; 29(17):2696-705. doi:
10.1089/neu.2012.2442. [PMID: 22867040] - Mohammad Reza Dayer, Omid Ghayour, Mohammad Saaid Dayer. Mechanism of protein-z-mediated inhibition of coagulation factor xa by z-protein-dependent inhibitor: a molecular dynamic approach.
ISRN hematology.
2012; 2012(?):762728. doi:
10.5402/2012/762728. [PMID: 22536522] - C T Ammollo, F Semeraro, J Xu, N L Esmon, C T Esmon. Extracellular histones increase plasma thrombin generation by impairing thrombomodulin-dependent protein C activation.
Journal of thrombosis and haemostasis : JTH.
2011 Sep; 9(9):1795-803. doi:
10.1111/j.1538-7836.2011.04422.x. [PMID: 21711444] - José Rafael Villafán-Bernal, Sergio Sánchez-Enríquez, José Francisco Muñoz-Valle. Molecular modulation of osteocalcin and its relevance in diabetes (Review).
International journal of molecular medicine.
2011 Sep; 28(3):283-93. doi:
10.3892/ijmm.2011.706. [PMID: 21617842] - David F Houston, David J Timson. Interaction of prothrombin with a phospholipid surface: evidence for a membrane-induced conformational change.
Molecular and cellular biochemistry.
2011 Feb; 348(1-2):109-15. doi:
10.1007/s11010-010-0644-x. [PMID: 21080035] - Chunzhang Cao, Yamei Gao, Yang Li, Toni M Antalis, Francis J Castellino, Li Zhang. The efficacy of activated protein C in murine endotoxemia is dependent on integrin CD11b.
The Journal of clinical investigation.
2010 Jun; 120(6):1971-80. doi:
10.1172/jci40380. [PMID: 20458145] - Angela Yee-Moon Wang. Vascular and other tissue calcification in peritoneal dialysis patients.
Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis.
2009 Feb; 29 Suppl 2(?):S9-S14. doi:
10.1177/089686080902902s01. [PMID: 19270239] - Yoel Rodríguez, Mihaly Mezei, Roman Osman. The PT1-Ca2+ Gla domain binds to a membrane through two dipalmitoylphosphatidylserines. A computational study.
Biochemistry.
2008 Dec; 47(50):13267-78. doi:
10.1021/bi801199v. [PMID: 19086158] - Heinrich Topp, Gerhard Fusch, Gerhard Schöch, Christoph Fusch. Noninvasive markers of oxidative DNA stress, RNA degradation and protein degradation are differentially correlated with resting metabolic rate and energy intake in children and adolescents.
Pediatric research.
2008 Sep; 64(3):246-50. doi:
10.1203/pdr.0b013e31817cfca6. [PMID: 18437098] - Juha Horsti, Helena Uppa, Juhani A Vilpo. A New Generation Prothrombin Time Method for INR.
The open medicinal chemistry journal.
2008 Feb; 2(?):11-5. doi:
10.2174/1874104500802010011. [PMID: 19662139] - Makoto Hirao, Jun Hashimoto, Wataru Ando, Takeshi Ono, Hideki Yoshikawa. Response of serum carboxylated and undercarboxylated osteocalcin to alendronate monotherapy and combined therapy with vitamin K2 in postmenopausal women.
Journal of bone and mineral metabolism.
2008; 26(3):260-4. doi:
10.1007/s00774-007-0823-3. [PMID: 18470667] - Mario Cozzolino, Sandro Mazzaferro, Francesco Pugliese, Diego Brancaccio. Vascular calcification and uremia: what do we know?.
American journal of nephrology.
2008; 28(2):339-46. doi:
10.1159/000111827. [PMID: 18046081] - Hiromichi Akizawa, Madoka Saito, Ikuko Tsukamoto, Tatsuya Ohkura, Takaya Shimizu, Youji Kitamura, Masaki Mifune, Yutaka Saito, Yasushi Arano, Hideo Saji. Effect of carboxyl-group of D-glutamic acid or gamma-carboxy-D-glutamic acid as N-terminal amino acid of (111)in-diethylenetriaminepentaacetic acid-octreotide on accumulation of radioactivity in kidney.
Biological & pharmaceutical bulletin.
2007 Nov; 30(11):2226-8. doi:
10.1248/bpb.30.2226. [PMID: 17978507] - Subash C B Gopinath, Yasuo Shikamoto, Hiroshi Mizuno, Penmetcha K R Kumar. Snake-venom-derived Factor IX-binding protein specifically blocks the gamma-carboxyglutamic acid-rich-domain-mediated membrane binding of human Factors IX and X.
The Biochemical journal.
2007 Jul; 405(2):351-7. doi:
10.1042/bj20061737. [PMID: 17407444] - Susanne Bügel, A Dorthe Sørensen, Ole Hels, Mette Kristensen, Cees Vermeer, Jette Jakobsen, Albert Flynn, Christian Mølgaard, Kevin D Cashman. Effect of phylloquinone supplementation on biochemical markers of vitamin K status and bone turnover in postmenopausal women.
The British journal of nutrition.
2007 Feb; 97(2):373-80. doi:
10.1017/s000711450715460x. [PMID: 17298708] - Juliana M Layzer, Bruce A Sullenger. Simultaneous generation of aptamers to multiple gamma-carboxyglutamic acid proteins from a focused aptamer library using DeSELEX and convergent selection.
Oligonucleotides.
2007; 17(1):1-11. doi:
10.1089/oli.2006.0059. [PMID: 17461758] - Sandro Mazzaferro, Marzia Pasquali, Francesco Pugliese, Giusi Barresi, Iacopo Carbone, Marco Francone, Daniela Sardella, Franco Taggi. Serum levels of calcification inhibition proteins and coronary artery calcium score: comparison between transplantation and dialysis.
American journal of nephrology.
2007; 27(1):75-83. doi:
10.1159/000099095. [PMID: 17259697] - Xiaoyun Tan, Daozhang Cai, Yaoliang Wu, Bin Liu, Limin Rong, Zhusheng Chen, Qichun Zhao. Comparative analysis of serum proteomes: discovery of proteins associated with osteonecrosis of the femoral head.
Translational research : the journal of laboratory and clinical medicine.
2006 Sep; 148(3):114-9. doi:
10.1016/j.trsl.2006.05.001. [PMID: 16938648] - I Hasanbasic, I Rajotte, M Blostein. The role of gamma-carboxylation in the anti-apoptotic function of gas6.
Journal of thrombosis and haemostasis : JTH.
2005 Dec; 3(12):2790-7. doi:
10.1111/j.1538-7836.2005.01662.x. [PMID: 16359517] - François Saller, Bruno O Villoutreix, Aymeric Amelot, Tahar Kaabache, Bernard F Le Bonniec, Martine Aiach, Sophie Gandrille, Delphine Borgel. The gamma-carboxyglutamic acid domain of anticoagulant protein S is involved in activated protein C cofactor activity, independently of phospholipid binding.
Blood.
2005 Jan; 105(1):122-30. doi:
10.1182/blood-2004-06-2176. [PMID: 15308562] - Jihong Liu, Junhui Chen, Tao Wang, Shaogang Wang, Zhangqun Ye. Effects of urinary prothrombin fragment 1 in the formation of calcium oxalate calculus.
The Journal of urology.
2005 Jan; 173(1):113-6. doi:
10.1097/01.ju.0000146847.24571.c8. [PMID: 15592049] - Tuan-yu Fang, Er-yuan Liao, Xian-ping Wu, Shi-ping Liu, Hui Xie, Hong Zhang, Xiang-hang Luo, Xing-zhi Cao. [Serum osteoprotegrin and serum bone gamma-carboxyglutamine acid-containing protein are correlated with bone mineral density in normal women].
Zhonghua yi xue za zhi.
2004 Oct; 84(19):1607-9. doi:
NULL. [PMID: 15569454] - H C Whinna, E B Lesesky, D M Monroe, K A High, P J Larson, F C Church. Role of the gamma-carboxyglutamic acid domain of activated factor X in the presence of calcium during inhibition by antithrombin-heparin.
Journal of thrombosis and haemostasis : JTH.
2004 Jul; 2(7):1127-34. doi:
10.1111/j.1538-7836.2004.00796.x. [PMID: 15219196] - Jian-li Liu, Han-min Zhu, Qi-ren Huang, Zhong-lan Zhang, Hui-lin Li, Yue-juan Qin, Ying Zhang, Dao-lin Wei, Jing-hui Lu, Hui Liu, Xiao-ping Chen, Yu-juan Liu, Abie Ekangaki, Yi-man Zheng, Adolfo Diez-Perez, Kristine Harpe. [Effect of raloxifene hydrochloride on bone mineral density, bone metabolism and serum lipids in Chinese postmenopausal women with osteoporosis].
Zhonghua yi xue za zhi.
2004 Feb; 84(4):269-73. doi:
NULL. [PMID: 15059505] - Sarah L Booth, Ligia Martini, James W Peterson, Edward Saltzman, Gerard E Dallal, Richard J Wood. Dietary phylloquinone depletion and repletion in older women.
The Journal of nutrition.
2003 Aug; 133(8):2565-9. doi:
10.1093/jn/133.8.2565. [PMID: 12888638] - Yong-Hui Sun, Lei Shen, Björn Dahlbäck. Gla domain-mutated human protein C exhibiting enhanced anticoagulant activity and increased phospholipid binding.
Blood.
2003 Mar; 101(6):2277-84. doi:
10.1182/blood-2002-06-1691. [PMID: 12446455] - Michael O Hall, Martin S Obin, Anne L Prieto, Barry L Burgess, Toshka A Abrams. Gas6 binding to photoreceptor outer segments requires gamma-carboxyglutamic acid (Gla) and Ca(2+) and is required for OS phagocytosis by RPE cells in vitro.
Experimental eye research.
2002 Oct; 75(4):391-400. doi:
10.1006/exer.2002.2030. [PMID: 12387786] - Joanna H Webb, Anna M Blom, Björn Dahlbäck. Vitamin K-dependent protein S localizing complement regulator C4b-binding protein to the surface of apoptotic cells.
Journal of immunology (Baltimore, Md. : 1950).
2002 Sep; 169(5):2580-6. doi:
10.4049/jimmunol.169.5.2580. [PMID: 12193728] - Toru Naraki, Noriatsu Kohno, Hiroyuki Saito, Yoshinori Fujimoto, Motoyuki Ohhira, Takashi Morita, Yutaka Kohgo. gamma-Carboxyglutamic acid content of hepatocellular carcinoma-associated des-gamma-carboxy prothrombin.
Biochimica et biophysica acta.
2002 Apr; 1586(3):287-98. doi:
10.1016/s0925-4439(01)00107-7. [PMID: 11997080] - Toshihiro Sugiyama, Akira Yamaguchi, Shinya Kawai. Effects of skeletal loading on bone mass and compensation mechanism in bone: a new insight into the 'mechanostat' theory.
Journal of bone and mineral metabolism.
2002; 20(4):196-200. doi:
10.1007/s007740200028. [PMID: 12115064] - T M Hackeng, J A Fernández, P E Dawson, S B Kent, J H Griffin. Chemical synthesis and spontaneous folding of a multidomain protein: anticoagulant microprotein S.
Proceedings of the National Academy of Sciences of the United States of America.
2000 Dec; 97(26):14074-8. doi:
10.1073/pnas.260239797. [PMID: 11106381] - F Uras, A R Uras, T Yardimci, M K Sardana. Determination of the N-terminal amino acid sequence of the purified prothrombin from a patient with liver cirrhosis.
Thrombosis research.
2000 Aug; 99(3):277-83. doi:
10.1016/s0049-3848(00)00232-2. [PMID: 10942794] - M A Brown, L M Stenberg, U Persson, J Stenflo. Identification and purification of vitamin K-dependent proteins and peptides with monoclonal antibodies specific for gamma -carboxyglutamyl (Gla) residues.
The Journal of biological chemistry.
2000 Jun; 275(26):19795-802. doi:
10.1074/jbc.m002298200. [PMID: 10779512] - C J Refino, J Himber, L Burcklen, P Moran, M Peek, S Suggett, B Devaux, D Kirchhofer. A human antibody that binds to the gamma-carboxyglutamic acid domain of factor IX is a potent antithrombotic in vivo.
Thrombosis and haemostasis.
1999 Sep; 82(3):1188-95. doi:
10.1055/s-0037-1614351. [PMID: 10494786] - T Zama, M Murata, R Watanabe, K Yokoyama, T Moriki, H Ambo, H Murakami, M Kikuchi, Y Ikeda. A family with hereditary factor X deficiency with a point mutation Gla32 to Gln in the Gla domain (factor X Tokyo).
British journal of haematology.
1999 Sep; 106(3):809-11. doi:
10.1046/j.1365-2141.1999.01614.x. [PMID: 10468877] - G L Nelsestuen, B G Ostrowski. Membrane association with multiple calcium ions: vitamin-K-dependent proteins, annexins and pentraxins.
Current opinion in structural biology.
1999 Aug; 9(4):433-7. doi:
10.1016/s0959-440x(99)80060-8. [PMID: 10449363] - P Britz-Mckibbin, H C Vo, R T MacGillivray, D D Chen. Analysis of gamma-carboxyglutamic acid content of protein, urine, and plasma by capillary electrophoresis and laser-induced fluorescence.
Analytical chemistry.
1999 Apr; 71(8):1633-7. doi:
10.1021/ac981241g. [PMID: 10221078] - H C Vo, P Britz-Mckibbin, D D Chen, R T MacGillivray. Undercarboxylation of recombinant prothrombin revealed by analysis of gamma-carboxyglutamic acid using capillary electrophoresis and laser-induced fluorescence.
FEBS letters.
1999 Feb; 445(2-3):256-60. doi:
10.1016/s0014-5793(99)00131-3. [PMID: 10094467] - A M Huber, K W Davidson, M E O'Brien-Morse, J A Sadowski. Gender differences in hepatic phylloquinone and menaquinones in the vitamin K-deficient and -supplemented rat.
Biochimica et biophysica acta.
1999 Jan; 1426(1):43-52. doi:
10.1016/s0304-4165(98)00121-4. [PMID: 9878685] - N Angayarkanni, R Selvam. Effect of gamma-glutamyl carboxylation of renal microsomes on calcium oxalate monohydrate crystal binding in hyperoxaluria.
Nephron.
1999; 81(3):342-6. doi:
10.1159/000045303. [PMID: 10050091] - L Shen, A M Shah, B Dahlbäck, G L Nelsestuen. Enhancement of human protein C function by site-directed mutagenesis of the gamma-carboxyglutamic acid domain.
The Journal of biological chemistry.
1998 Nov; 273(47):31086-91. doi:
10.1074/jbc.273.47.31086. [PMID: 9813008] - C Vermeer, J Wolf, A M Craciun, M H Knapen. Bone markers during a 6-month space flight: effects of vitamin K supplementation.
Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology.
1998 Oct; 5(2):65-9. doi:
NULL. [PMID: 11541904] - S A Paiva, T E Sepe, S L Booth, M E Camilo, M E O'Brien, K W Davidson, J A Sadowski, R M Russell. Interaction between vitamin K nutriture and bacterial overgrowth in hypochlorhydria induced by omeprazole.
The American journal of clinical nutrition.
1998 Sep; 68(3):699-704. doi:
10.1093/ajcn/68.3.699. [PMID: 9734750] - L Perera, T A Darden, L G Pedersen. Trans-cis isomerization of proline 22 in bovine prothrombin fragment 1: a surprising result of structural characterization.
Biochemistry.
1998 Aug; 37(31):10920-7. doi:
10.1021/bi980263u. [PMID: 9692984] - H Topp, V Iontcheva, G Schöch. Renal excretion of gamma-carboxyglutamic acid and metabolic rate in 3-18 years old humans.
Amino acids.
1998; 14(4):371-7. doi:
10.1007/bf01318856. [PMID: 9871481] - L Perera, L Li, T Darden, D M Monroe, L G Pedersen. Prediction of solution structures of the Ca2+-bound gamma-carboxyglutamic acid domains of protein S and homolog growth arrest specific protein 6: use of the particle mesh Ewald method.
Biophysical journal.
1997 Oct; 73(4):1847-56. doi:
10.1016/s0006-3495(97)78215-8. [PMID: 9336180] - A Mathur, D Zhong, A K Sabharwal, K J Smith, S P Bajaj. Interaction of factor IXa with factor VIIIa. Effects of protease domain Ca2+ binding site, proteolysis in the autolysis loop, phospholipid, and factor X.
The Journal of biological chemistry.
1997 Sep; 272(37):23418-26. doi:
10.1074/jbc.272.37.23418. [PMID: 9287357] - J P Geng, F J Castellino. Properties of a recombinant chimeric protein in which the gamma-carboxyglutamic acid and helical stack domains of human anticoagulant protein C are replaced by those of human coagulation factor VII.
Thrombosis and haemostasis.
1997 May; 77(5):926-33. doi:
10.1055/s-0038-1656079. [PMID: 9184404] - L T Beker, R A Ahrens, R J Fink, M E O'Brien, K W Davidson, L J Sokoll, J A Sadowski. Effect of vitamin K1 supplementation on vitamin K status in cystic fibrosis patients.
Journal of pediatric gastroenterology and nutrition.
1997 May; 24(5):512-7. doi:
10.1097/00005176-199705000-00003. [PMID: 9161943] - L J Sokoll, S L Booth, M E O'Brien, K W Davidson, K I Tsaioun, J A Sadowski. Changes in serum osteocalcin, plasma phylloquinone, and urinary gamma-carboxyglutamic acid in response to altered intakes of dietary phylloquinone in human subjects.
The American journal of clinical nutrition.
1997 Mar; 65(3):779-84. doi:
10.1093/ajcn/65.3.779. [PMID: 9062529] - A Thariath, F J Castellino. Highly conserved residue arginine-15 is required for the Ca2+-dependent properties of the gamma-carboxyglutamic acid domain of human anticoagulation protein C and activated protein C.
The Biochemical journal.
1997 Feb; 322 ( Pt 1)(?):309-15. doi:
10.1042/bj3220309. [PMID: 9078278] - A M Craciun, M M Groenen-van Dooren, C Vermeer. Nutritional vitamin K-intake and urinary gamma-carboxyglutamate excretion in the rat.
Biochimica et biophysica acta.
1997 Feb; 1334(1):44-50. doi:
10.1016/s0304-4165(96)00073-6. [PMID: 9042364] - S Gillis, B C Furie, B Furie, H Patel, M C Huberty, M Switzer, W B Foster, H A Scoble, M D Bond. gamma-Carboxyglutamic acids 36 and 40 do not contribute to human factor IX function.
Protein science : a publication of the Protein Society.
1997 Jan; 6(1):185-96. doi:
10.1002/pro.5560060121. [PMID: 9007991] - F J Castellino, J P Geng. Expression of human anticoagulation protein C and gamma-carboxyglutamic acid mutants in mammalian cell cultures.
Methods in enzymology.
1997; 282(?):369-84. doi:
10.1016/s0076-6879(97)82121-0. [PMID: 9330302] - A U Bach, S A Anderson, A L Foley, E C Williams, J W Suttie. Assessment of vitamin K status in human subjects administered 'minidose' warfarin.
The American journal of clinical nutrition.
1996 Dec; 64(6):894-902. doi:
10.1093/ajcn/64.6.894. [PMID: 8942414] - L R Jalbert, J C Chan, W T Christiansen, F J Castellino. The hydrophobic nature of residue-5 of human protein C is a major determinant of its functional interactions with acidic phospholipid vesicles.
Biochemistry.
1996 Jun; 35(22):7093-9. doi:
10.1021/bi960290p. [PMID: 8679535] - S B Yan. Review of conformation-specific affinity purification methods for plasma vitamin K-dependent proteins.
Journal of molecular recognition : JMR.
1996 May; 9(3):211-8. doi:
10.1002/(sici)1099-1352(199605)9:3\%3c211::aid-jmr334\%3e3.0.co;2-7. [PMID: 8938593] - L J Sokoll, J A Sadowski. Comparison of biochemical indexes for assessing vitamin K nutritional status in a healthy adult population.
The American journal of clinical nutrition.
1996 Apr; 63(4):566-73. doi:
10.1093/ajcn/63.4.566. [PMID: 8599321] - D J Kim, A Girolami, H L James. Characterization of recombinant human coagulation factor XFriuli.
Thrombosis and haemostasis.
1996 Feb; 75(2):313-7. doi:
. [PMID: 8815583] - J Nishioka, M Ido, T Hayashi, K Suzuki. The Gla26 residue of protein C is required for the binding of protein C to thrombomodulin and endothelial cell protein C receptor, but not to protein S and factor Va.
Thrombosis and haemostasis.
1996 Feb; 75(2):275-82. doi:
10.1055/s-0038-1650260. [PMID: 8815576] - S L Booth, L J Sokoll, M E O'Brien, K Tucker, B Dawson-Hughes, J A Sadowski. Assessment of dietary phylloquinone intake and vitamin K status in postmenopausal women.
European journal of clinical nutrition.
1995 Nov; 49(11):832-41. doi:
NULL. [PMID: 8557021] - E G Wojcik, M van den Berg, I K van der Linden, S R Poort, R Cupers, R M Bertina. Factor IX Zutphen: a Cys18-->Arg mutation results in formation of a heterodimer with alpha 1-microglobulin and the inability to form a calcium-induced conformation.
The Biochemical journal.
1995 Nov; 311 ( Pt 3)(?):753-9. doi:
10.1042/bj3110753. [PMID: 7487929] - H Gunji, H Kochi, K Hiraiwa. Comparison of kinetic property between human seminal and renal gamma-glutamyltransferase.
Fukushima journal of medical science.
1994 Dec; 40(2):119-32. doi:
NULL. [PMID: 7642163] - M Jacobs, S J Freedman, B C Furie, B Furie. Membrane binding properties of the factor IX gamma-carboxyglutamic acid-rich domain prepared by chemical synthesis.
The Journal of biological chemistry.
1994 Oct; 269(41):25494-501. doi:
10.1016/s0021-9258(18)47277-8. [PMID: 7929250] - U Sinha, T E Hancock, J J Nzerem, P H Lin, J E Tomlinson, D L Wolf. Effect of gamma carboxylation on prothrombinase inhibitory activity of catalytically inactive factor XA.
Thrombosis research.
1994 Aug; 75(4):427-36. doi:
10.1016/0049-3848(94)90258-5. [PMID: 7997981] - S Higashi, H Nishimura, K Aita, S Iwanaga. Identification of regions of bovine factor VII essential for binding to tissue factor.
The Journal of biological chemistry.
1994 Jul; 269(29):18891-8. doi:
10.1016/s0021-9258(17)32251-2. [PMID: 8034645] - D Zhong, K J Smith, J J Birktoft, S P Bajaj. First epidermal growth factor-like domain of human blood coagulation factor IX is required for its activation by factor VIIa/tissue factor but not by factor XIa.
Proceedings of the National Academy of Sciences of the United States of America.
1994 Apr; 91(9):3574-8. doi:
10.1073/pnas.91.9.3574. [PMID: 8170949] - A Jhingan, L Zhang, W T Christiansen, F J Castellino. The activities of recombinant gamma-carboxyglutamic-acid-deficient mutants of activated human protein C toward human coagulation factor Va and factor VIII in purified systems and in plasma.
Biochemistry.
1994 Feb; 33(7):1869-75. doi:
10.1021/bi00173a033. [PMID: 8110790] - M Hanss, B Copperé, E Gineyts, S Bonvoisin, J Ninet, P D Delmas, M Dechavanne. Increased plasma free gamma carboxyglutamic acid levels during deep vein thrombosis and intravascular disseminated coagulation.
Thrombosis research.
1994 Feb; 73(3-4):185-92. doi:
10.1016/0049-3848(94)90097-3. [PMID: 8191412] - J W Govers-Riemslag, M P Janssen, R F Zwaal, J Rosing. Prothrombin activation on dioleoylphosphatidylcholine membranes.
European journal of biochemistry.
1994 Feb; 220(1):131-8. doi:
10.1111/j.1432-1033.1994.tb18607.x. [PMID: 8119280] - K Goto, S Kato, S Sumiya, S Uehara, A Hirayama, W Sakamoto, Y Tokumitsu, M Takada. Urinary levels of gamma-carboxyglutamic acid and its clinical significance.
Biological & pharmaceutical bulletin.
1994 Jan; 17(1):142-5. doi:
10.1248/bpb.17.142. [PMID: 8148804] - M Ido, M Ohiwa, T Hayashi, J Nishioka, T Hatada, Y Watanabe, H Wada, S Shirakawa, K Suzuki. A compound heterozygous protein C deficiency with a single nucleotide G deletion encoding Gly-381 and an amino acid substitution of Lys for Gla-26.
Thrombosis and haemostasis.
1993 Oct; 70(4):636-41. doi:
10.1055/s-0038-1649641. [PMID: 8115990] - J Saupe, M J Shearer, M Kohlmeier. Phylloquinone transport and its influence on gamma-carboxyglutamate residues of osteocalcin in patients on maintenance hemodialysis.
The American journal of clinical nutrition.
1993 Aug; 58(2):204-8. doi:
10.1093/ajcn/58.2.204. [PMID: 8393269] - K J Kotkow, B Furie, B C Furie. The interaction of prothrombin with phospholipid membranes is independent of either kringle domain.
The Journal of biological chemistry.
1993 Jul; 268(21):15633-9. doi:
10.1016/s0021-9258(18)82303-1. [PMID: 8393451] - G Ferland, J A Sadowski, M E O'Brien. Dietary induced subclinical vitamin K deficiency in normal human subjects.
The Journal of clinical investigation.
1993 Apr; 91(4):1761-8. doi:
10.1172/jci116386. [PMID: 8473516] - Y Maruyama, N Hirata, H Yamada, K Sasaki, Y Motomiya, Y Hirao, E Okajima. [A study on markers of bone metabolism in patients with non hypercalciuric calcium stone--measurement of gamma-carboxyglutamic acid and hydroxyproline].
Nihon Hinyokika Gakkai zasshi. The japanese journal of urology.
1993 Mar; 84(3):541-5. doi:
10.5980/jpnjurol1989.84.541. [PMID: 8515641] - J Mimuro, S Muramatsu, M Kaneko, S Yoshitake, K Iijima, K Nakamura, Y Sakata, M Matsuda. An abnormal protein C (protein C Yonago) with an amino acid substitution of Gly for Arg-15 caused by a single base mutation of C to G in codon 57 (CGG-->GGG). Deteriorated calcium-dependent conformation of the gamma-carboxyglutamic acid domain relevant to a thrombotic tendency.
International journal of hematology.
1993 Jan; 57(1):9-14. doi:
NULL. [PMID: 8477066] - L Zhang, F J Castellino. Influence of specific gamma-carboxyglutamic acid residues on the integrity of the calcium-dependent conformation of human protein C.
The Journal of biological chemistry.
1992 Dec; 267(36):26078-84. doi:
10.1016/s0021-9258(18)35719-3. [PMID: 1464619] - E Persson, J Stenflo. Comparison of the Ca2+ binding properties of the gamma-carboxyglutamic acid-containing module of protein Z in the intact protein and in N-terminal fragments.
FEBS letters.
1992 Dec; 314(1):5-9. doi:
10.1016/0014-5793(92)81447-t. [PMID: 1451804] - Y Motomiya, K Sasaki, Y Maruyama, K Arai, S Ozono, Y Hirao, E Okajima, Y Uji, H Okabe. [A study on urinary free gamma-carboxyglutamic acid in patients with idiopathic urinary calcium stone].
Nihon Hinyokika Gakkai zasshi. The japanese journal of urology.
1992 Dec; 83(12):2085-9. doi:
10.5980/jpnjurol1989.83.2085. [PMID: 1474719] - L Zhang, A Jhingan, F J Castellino. Role of individual gamma-carboxyglutamic acid residues of activated human protein C in defining its in vitro anticoagulant activity.
Blood.
1992 Aug; 80(4):942-52. doi:
NULL. [PMID: 1498334] - H Ishida, Y Seino, N Takeshita, T Kurose, K Tsuji, Y Okamoto, Y Someya, K Hara, Y Akiyama, H Imura. Effect of pancreas transplantation on decreased levels of circulating bone gamma-carboxyglutamic acid-containing protein and osteopenia in rats with streptozotocin-induced diabetes.
Acta endocrinologica.
1992 Jul; 127(1):81-5. doi:
10.1530/acta.0.1270081. [PMID: 1387756] - R M Nelson, G L Long. Binding of protein S to C4b-binding protein. Mutagenesis of protein S.
The Journal of biological chemistry.
1992 Apr; 267(12):8140-5. doi:
. [PMID: 1533219] - J R Toomey, K J Smith, H R Roberts, D W Stafford. The endothelial cell binding determinant of human factor IX resides in the gamma-carboxyglutamic acid domain.
Biochemistry.
1992 Feb; 31(6):1806-8. doi:
10.1021/bi00121a031. [PMID: 1310619] - J Astermark, P J Hogg, I Björk, J Stenflo. Effects of gamma-carboxyglutamic acid and epidermal growth factor-like modules of factor IX on factor X activation. Studies using proteolytic fragments of bovine factor IX.
The Journal of biological chemistry.
1992 Feb; 267(5):3249-56. doi:
10.1016/s0021-9258(19)50723-2. [PMID: 1737781] - C Colette, A Benmbarek, H Boniface, C Astre, N Pares-Herbute, L Monnier, J Guitter. Determination of protein-bound urinary gamma-carboxyglutamic acid in calcium nephrolithiasis.
Clinica chimica acta; international journal of clinical chemistry.
1991 Dec; 204(1-3):43-50. doi:
10.1016/0009-8981(91)90215-x. [PMID: 1819473] - J E Hale, M K Williamson, P A Price. Carboxyl-terminal proteolytic processing of matrix Gla protein.
The Journal of biological chemistry.
1991 Nov; 266(31):21145-9. doi:
10.1016/s0021-9258(18)54832-8. [PMID: 1939157] - L Zhang, F J Castellino. Role of the hexapeptide disulfide loop present in the gamma-carboxyglutamic acid domain of human protein C in its activation properties and in the in vitro anticoagulant activity of activated protein C.
Biochemistry.
1991 Jul; 30(27):6696-704. doi:
10.1021/bi00241a009. [PMID: 1905953] - O P Malhotra. Isolation and some properties of 11- and 9-Gla prothrombins from normal plasma.
Biochemistry and cell biology = Biochimie et biologie cellulaire.
1991 May; 69(5-6):404-8. doi:
10.1139/o91-061. [PMID: 1716923] - J Astermark, J Stenflo. The epidermal growth factor-like domains of factor IX. Effect on blood clotting and endothelial cell binding of a fragment containing the epidermal growth factor-like domains linked to the gamma-carboxyglutamic acid region.
The Journal of biological chemistry.
1991 Feb; 266(4):2438-43. doi:
NULL. [PMID: 1989995] - M T Parviainen, A Pirskanen, A Mahonen, E M Alhava, P H Mäenpää. Use of non-collagen markers in osteoporosis studies.
Calcified tissue international.
1991; 49 Suppl(?):S26-30. doi:
10.1007/bf02555084. [PMID: 1933593] - D T Berg, D B McClure, J D Walls, S B Yan, B W Grinnell. Viral transformation increases vitamin K-dependent gamma-carboxylation of glutamate.
Experimental cell research.
1991 Jan; 192(1):32-40. doi:
10.1016/0014-4827(91)90153-l. [PMID: 1824587]
