L-Iduronic acid (BioDeep_00001870529)
Main id: BioDeep_00000014472
代谢物信息卡片
L-Iduronic acid
化学式: C6H10O7 (194.042651)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1(C(C(OC(C1O)O)C(=O)O)O)O
InChI: InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4+,6?/m0/s1
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:85187
- ChEBI: CHEBI:47903
- ChEBI: CHEBI:47902
- KEGG: C06472
- PubChem: 441039
- MeSH: Iduronic Acid
- CAS: 2240-07-5
- PubChem: 8704
- CAS: 2073-35-0
- PDB-CCD: IDR
- 3DMET: B05205
- NIKKAJI: J1.047.082J
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。
文献列表
- Lorenzo Badenetti, Rosa Manzoli, Marta Trevisan, Francesca D'Avanzo, Rosella Tomanin, Enrico Moro. A novel CRISPR/Cas9-based iduronate-2-sulfatase (IDS) knockout human neuronal cell line reveals earliest pathological changes.
Scientific reports.
2023 06; 13(1):10289. doi:
10.1038/s41598-023-37138-5. [PMID: 37357221] - Pauline E Schneeberger, Leonie von Elsner, Emma L Barker, Peter Meinecke, Iris Marquardt, Malik Alawi, Katharina Steindl, Pascal Joset, Anita Rauch, Petra J G Zwijnenburg, Marjan M Weiss, Catherine L R Merry, Kerstin Kutsche. Bi-allelic Pathogenic Variants in HS2ST1 Cause a Syndrome Characterized by Developmental Delay and Corpus Callosum, Skeletal, and Renal Abnormalities.
American journal of human genetics.
2020 12; 107(6):1044-1061. doi:
10.1016/j.ajhg.2020.10.007. [PMID: 33159882] - Yuebo Wu, Zhipeng Zhou, Lan Luo, Maixian Tao, Xiao Chang, Lian Yang, Xingyong Huang, Lin Hu, Mingyi Wu. A non-anticoagulant heparin-like snail glycosaminoglycan promotes healing of diabetic wound.
Carbohydrate polymers.
2020 Nov; 247(?):116682. doi:
10.1016/j.carbpol.2020.116682. [PMID: 32829810] - Zhicheng He, Lutan Zhou, Lisha Lin, Ronghua Yin, Jinhua Zhao. Structure and heparanase inhibitory activity of a new glycosaminoglycan from the slug Limacus flavus.
Carbohydrate polymers.
2019 Sep; 220(?):176-184. doi:
10.1016/j.carbpol.2019.05.066. [PMID: 31196538] - Barbara Bartolini, Martin A Thelin, Uwe Rauch, Ricardo Feinstein, Ake Oldberg, Anders Malmström, Marco Maccarana. Mouse development is not obviously affected by the absence of dermatan sulfate epimerase 2 in spite of a modified brain dermatan sulfate composition.
Glycobiology.
2012 Jul; 22(7):1007-16. doi:
10.1093/glycob/cws065. [PMID: 22496542] - Jin-ping Li. Glucuronyl C5-epimerase an enzyme converting glucuronic acid to iduronic acid in heparan sulfate/heparin biosynthesis.
Progress in molecular biology and translational science.
2010; 93(?):59-78. doi:
10.1016/s1877-1173(10)93004-4. [PMID: 20807641] - Juan Jia, Marco Maccarana, Xiao Zhang, Maxim Bespalov, Ulf Lindahl, Jin-Ping Li. Lack of L-iduronic acid in heparan sulfate affects interaction with growth factors and cell signaling.
The Journal of biological chemistry.
2009 Jun; 284(23):15942-50. doi:
10.1074/jbc.m809577200. [PMID: 19336402] - Laercio Pol-Fachin, Hugo Verli. Depiction of the forces participating in the 2-O-sulfo-alpha-L-iduronic acid conformational preference in heparin sequences in aqueous solutions.
Carbohydrate research.
2008 Jul; 343(9):1435-45. doi:
10.1016/j.carres.2008.04.016. [PMID: 18452898] - Marc Lahaye, Audrey Robic. Structure and functional properties of ulvan, a polysaccharide from green seaweeds.
Biomacromolecules.
2007 Jun; 8(6):1765-74. doi:
10.1021/bm061185q. [PMID: 17458931] - Wei-min Zhang, Hui-ping Shi, Bei-te Li, Shi-min Zhao, Qing-wei Qi, Nian-hu Sun, Shang-zhi Huang. [Postnatal and prenatal diagnosis of mucopolysaccharidosis type II (Hunter syndrome)].
Zhonghua er ke za zhi = Chinese journal of pediatrics.
2006 Sep; 44(9):644-7. doi:
NULL. [PMID: 17217652] - Gerdy B ten Dam, Els M A van de Westerlo, Toon F C M Smetsers, Marieke Willemse, Goos N P van Muijen, Catherine L R Merry, John T Gallagher, Yeong S Kim, Toin H van Kuppevelt. Detection of 2-O-sulfated iduronate and N-acetylglucosamine units in heparan sulfate by an antibody selected against acharan sulfate (IdoA2S-GlcNAc)n.
The Journal of biological chemistry.
2004 Sep; 279(37):38346-52. doi:
10.1074/jbc.m404166200. [PMID: 15247295] - Maria Fuller, Peter J Meikle, John J Hopwood. Glycosaminoglycan degradation fragments in mucopolysaccharidosis I.
Glycobiology.
2004 May; 14(5):443-50. doi:
10.1093/glycob/cwh049. [PMID: 14718373] - Asa Hagner-McWhirter, Jin-Ping Li, Stefan Oscarson, Ulf Lindahl. Irreversible glucuronyl C5-epimerization in the biosynthesis of heparan sulfate.
The Journal of biological chemistry.
2004 Apr; 279(15):14631-8. doi:
10.1074/jbc.m313760200. [PMID: 14718527] - Jin-Ping Li, Feng Gong, Asa Hagner-McWhirter, Erik Forsberg, Magnus Abrink, Robert Kisilevsky, Xiao Zhang, Ulf Lindahl. Targeted disruption of a murine glucuronyl C5-epimerase gene results in heparan sulfate lacking L-iduronic acid and in neonatal lethality.
The Journal of biological chemistry.
2003 Aug; 278(31):28363-6. doi:
10.1074/jbc.c300219200. [PMID: 12788935] - F Safaiyan, U Lindahl, M Salmivirta. Structural diversity of N-sulfated heparan sulfate domains: distinct modes of glucuronyl C5 epimerization, iduronic acid 2-O-sulfation, and glucosamine 6-O-sulfation.
Biochemistry.
2000 Sep; 39(35):10823-30. doi:
10.1021/bi000411s. [PMID: 10978168] - D S Pikas, I Eriksson, L Kjellén. Overexpression of different isoforms of glucosaminyl N-deacetylase/N-sulfotransferase results in distinct heparan sulfate N-sulfation patterns.
Biochemistry.
2000 Apr; 39(15):4552-8. doi:
10.1021/bi992524l. [PMID: 10758005] - G Embery, S Rees, R Hall, K Rose, R Waddington, P Shellis. Calcium- and hydroxyapatite-binding properties of glucuronic acid-rich and iduronic acid-rich glycosaminoglycans and proteoglycans.
European journal of oral sciences.
1998 Jan; 106 Suppl 1(?):267-73. doi:
10.1111/j.1600-0722.1998.tb02186.x. [PMID: 9541236] - X Bai, K J Bame, H Habuchi, K Kimata, J D Esko. Turnover of heparan sulfate depends on 2-O-sulfation of uronic acids.
The Journal of biological chemistry.
1997 Sep; 272(37):23172-9. doi:
10.1074/jbc.272.37.23172. [PMID: 9287321] - T Toida, H Yoshida, H Toyoda, I Koshiishi, T Imanari, R E Hileman, J R Fromm, R J Linhardt. Structural differences and the presence of unsubstituted amino groups in heparan sulphates from different tissues and species.
The Biochemical journal.
1997 Mar; 322 ( Pt 2)(?):499-506. doi:
10.1042/bj3220499. [PMID: 9065769] - G Westergren-Thorsson, S Persson, A Isaksson, P O Onnervik, A Malmström, L A Fransson. L-iduronate-rich glycosaminoglycans inhibit growth of normal fibroblasts independently of serum or added growth factors.
Experimental cell research.
1993 May; 206(1):93-9. doi:
10.1006/excr.1993.1124. [PMID: 7683278] - D M Whitfield, J Choay, B Sarkar. Heavy metal binding to heparin disaccharides. I. Iduronic acid is the main binding site.
Biopolymers.
1992 Jun; 32(6):585-96. doi:
10.1002/bip.360320603. [PMID: 1643264] - G Westergren-Thorsson, P O Onnervik, L A Fransson, A Malmström. Proliferation of cultured fibroblasts is inhibited by L-iduronate-containing glycosaminoglycans.
Journal of cellular physiology.
1991 Jun; 147(3):523-30. doi:
10.1002/jcp.1041470319. [PMID: 2066370] - A Desjobert, L Larget-Piet. Variations in urinary mucopolysaccharides after injection of fibroblasts into patients with mucopolysaccharidoses.
Clinical chemistry.
1987 Oct; 33(10):1879-82. doi:
NULL. [PMID: 2959400] - M Majima, T Nakamura, M Endo. Urinary glycosaminoglycans bearing glucuronic acid or iduronic acid residue at the reducing terminals.
The Tohoku journal of experimental medicine.
1985 May; 146(1):83-8. doi:
10.1620/tjem.146.83. [PMID: 4024085] - T A Astakhova, T M Trofimova, T I Beresten'. [Urinary glycosaminoglycans in rheumatoid arthritis].
Voprosy revmatizma.
1981 Jul; ?(3):34-9. doi:
NULL. [PMID: 7314597] - M Isemura, H Kosaka, T Ikenaka, R Kido, T Yoshimura. Fluorometric measurement of urinary alpha-L-iduronidase activity.
Journal of biochemistry.
1978 Sep; 84(3):627-32. doi:
10.1093/oxfordjournals.jbchem.a132167. [PMID: 102641] - A Oldberg, M Höök, B Obrink, H Pertoft, K Rubin. Structure and metabolism of rat liver heparan sulphate.
The Biochemical journal.
1977 Apr; 164(1):75-81. doi:
10.1042/bj1640075. [PMID: 141928] - G Bach, F Eisenberg, M Cantz, E F Neufeld. The defect in the Hunter syndrome: deficiency of sulfoiduronate sulfatase.
Proceedings of the National Academy of Sciences of the United States of America.
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