Squaric acid (BioDeep_00000815684)

   


代谢物信息卡片


3,4-Dihydroxy-3-cyclobutene-1,2-dione

化学式: C4H2O4 (113.9953)
中文名称: 方酸, 3,4-二羟基-3-环丁烯-1,2-二酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(=C(C(=O)C1=O)O)O
InChI: InChI=1S/C4H2O4/c5-1-2(6)4(8)3(1)7/h5-6H

描述信息

A carbon oxoacid that consists of 1,2-diketocyclobut-3-ene bearing two enolic hydroxy substituents at positions 3 and 4.

同义名列表

3 个代谢物同义名

Squaric acid; 3,4-Dihydroxy-3-cyclobutene-1,2-dione; 3,4-Dihydroxy-3-cyclobutene-1,2-dione



数据库引用编号

5 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)

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

  • Marius Patberg, Andreas Isaak, Friederike Füsser, Natalia V Ortiz Zacarías, Laura Vinnenberg, Janine Schulte, Lucia Michetti, Lucie Grey, Cas van der Horst, Petra Hundehege, Oliver Koch, Laura H Heitman, Thomas Budde, Anna Junker. Piperazine squaric acid diamides, a novel class of allosteric P2X7 receptor antagonists. European journal of medicinal chemistry. 2021 Dec; 226(?):113838. doi: 10.1016/j.ejmech.2021.113838. [PMID: 34571173]
  • Peng Xu, Meagan Kelly, Willie F Vann, Firdausi Qadri, Edward T Ryan, Pavol Kováč. Conjugate Vaccines from Bacterial Antigens by Squaric Acid Chemistry: A Closer Look. Chembiochem : a European journal of chemical biology. 2017 04; 18(8):799-815. doi: 10.1002/cbic.201600699. [PMID: 28182850]
  • Hongyu Chen, Aijin Fang, Li He, Youyu Zhang, Shouzhuo Yao. Sensitive fluorescent detection of H2O2 and glucose in human serum based on inner filter effect of squaric acid-iron(III) on the fluorescence of upconversion nanoparticle. Talanta. 2017 Mar; 164(?):580-587. doi: 10.1016/j.talanta.2016.10.008. [PMID: 28107976]
  • Carsten Dingels, Frederik Wurm, Manfred Wagner, Harm-Anton Klok, Holger Frey. Squaric acid mediated chemoselective PEGylation of proteins: reactivity of single-step-activated α-amino poly(ethylene glycol)s. Chemistry (Weinheim an der Bergstrasse, Germany). 2012 Dec; 18(52):16828-35. doi: 10.1002/chem.201200182. [PMID: 23135990]
  • Farid Jahouh, Shu-jie Hou, Pavol Kováč, Joseph H Banoub. Determination of glycation sites by tandem mass spectrometry in a synthetic lactose-bovine serum albumin conjugate, a vaccine model prepared by dialkyl squarate chemistry. Rapid communications in mass spectrometry : RCM. 2012 Apr; 26(7):749-58. doi: 10.1002/rcm.6166. [PMID: 22368054]
  • Peng Xu, Mohammad Murshid Alam, Anuj Kalsy, Richelle C Charles, Stephen B Calderwood, Firdausi Qadri, Edward T Ryan, Pavol Kováč. Simple, direct conjugation of bacterial O-SP-core antigens to proteins: development of cholera conjugate vaccines. Bioconjugate chemistry. 2011 Oct; 22(10):2179-85. doi: 10.1021/bc2001984. [PMID: 21899371]
  • Farid Jahouh, Rina Saksena, Donatella Aiello, Anna Napoli, Giovanni Sindona, Pavol Kováč, Joseph H Banoub. Glycation sites in neoglycoglycoconjugates from the terminal monosaccharide antigen of the O-PS of Vibrio cholerae O1, serotype Ogawa, and BSA revealed by matrix-assisted laser desorption-ionization tandem mass spectrometry. Journal of mass spectrometry : JMS. 2010 Oct; 45(10):1148-59. doi: 10.1002/jms.1796. [PMID: 20860010]
  • Alexander A Karelin, Yury E Tsvetkov, Lucia Paulovicová, Slavomír Bystrický, Ema Paulovicová, Nikolay E Nifantiev. Synthesis of 3,6-branched oligomannoside fragments of the mannan from Candida albicans cell wall corresponding to the antigenic factor 4. Carbohydrate research. 2010 Jul; 345(10):1283-90. doi: 10.1016/j.carres.2009.11.012. [PMID: 20096401]
  • Andrew D Cox, Frank St Michael, Dhamodharan Neelamegan, Suzanne Lacelle, Chantelle Cairns, James C Richards. Investigating the candidacy of LPS-based glycoconjugates to prevent invasive meningococcal disease: chemical strategies to prepare glycoconjugates with good carbohydrate loading. Glycoconjugate journal. 2010 May; 27(4):401-17. doi: 10.1007/s10719-010-9287-0. [PMID: 20340043]
  • Archana R Parameswar, In Ho Park, Rina Saksena, Pavol Kovác, Moon H Nahm, Alexei V Demchenko. Synthesis, conjugation, and immunological evaluation of the serogroup 6 pneumococcal oligosaccharides. Chembiochem : a European journal of chemical biology. 2009 Dec; 10(18):2893-9. doi: 10.1002/cbic.200900587. [PMID: 19856369]
  • William Huang, Dean Morrell. Successful treatment of recalcitrant warts with topical squaric acid in immunosuppressed child. Pediatric dermatology. 2008 Mar; 25(2):275-6. doi: 10.1111/j.1525-1470.2008.00655.x. [PMID: 18429804]
  • Sarah A Webb, Nichole K Stewart, Lewis J Belcher, Yehia Mechref, John W Tomaszewski, Guangxiang Wu, Milos V Novotny, Martha G Oakley. Synthesis and characterization of covalent mimics of phosphatidylinositol-4,5-bisphosphate micelles. Biomacromolecules. 2007 Jun; 8(6):1790-3. doi: 10.1021/bm061166g. [PMID: 17477568]
  • A A Karelin, Iu E Tsvetkov, G Kogan, S Bystritski, N E Nifant'ev. [Synthesis of oligosaccharide fragments of mannan from Candida albicans cell wall and their BSA conjugates]. Bioorganicheskaia khimiia. 2007 Jan; 33(1):119-30. doi: 10.1134/s106816200701013x. [PMID: 17375667]
  • Rina Saksena, Xingquan Ma, Pavol Kovác. One-pot preparation of a series of glycoconjugates with predetermined antigen-carrier ratio from oligosaccharides that mimic the O-PS of Vibrio cholerae O:1, serotype Ogawa. Carbohydrate research. 2003 Nov; 338(23):2591-603. doi: 10.1016/s0008-6215(03)00273-8. [PMID: 14670719]
  • M Nitz, D R Bundle. Synthesis of di- to hexasaccharide 1,2-linked beta-mannopyranan oligomers, a terminal S-linked tetrasaccharide congener and the corresponding BSA glycoconjugates. The Journal of organic chemistry. 2001 Dec; 66(25):8411-23. doi: 10.1021/jo010570x. [PMID: 11735519]
  • A Chernyak, A Karavanov, Y Ogawa, P Kovác. Conjugating oligosaccharides to proteins by squaric acid diester chemistry: rapid monitoring of the progress of conjugation, and recovery of the unused ligand. Carbohydrate research. 2001 Feb; 330(4):479-86. doi: 10.1016/s0008-6215(01)00018-0. [PMID: 11269399]
  • A Chernyak, S Oscarson, D Turek. Synthesis of the Lewis b hexasaccharide and squarate acid-HSA conjugates thereof with various saccharide loadings. Carbohydrate research. 2000 Nov; 329(2):309-16. doi: 10.1016/s0008-6215(00)00189-0. [PMID: 11117314]