product name
莽草酸, ≥99%
质量水平
检测方案
≥99%
形式
powder
技术
ligand binding assay: suitable
颜色
white to off-white
mp
185-187 °C (lit.)
SMILES字符串
O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
InChI
1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1
InChI key
JXOHGGNKMLTUBP-HSUXUTPPSA-N
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应用
莽草酸已被用作定量测定根部顶端部分莽草酸含量的标准品。它还被用作莽草酸激酶测定的底物。
生化/生理作用
给药后在大鼠模型中观察到莽草酸具有致癌性。它可用作微生物中芳香族氨基酸、生物碱和其他芳香族代谢物的生物合成的前体。现已确知莽草酸可以抑制二磷酸腺苷（ADP）诱导的兔血小板聚集和血液凝固。
警示用语：
Danger
危险声明
危险分类
Eye Dam. 1
WGK
WGK 3
个人防护装备
Eyeshields, Gloves, type N95 (US)
Efficient elimination of nonstoichiometric enzyme inhibitors from HTS hit lists.
Habig M
Journal of Biomolecular Screening, 14(6), 679-689 (2009)
Inhibitory effects of shikimic acid on platelet aggragation and blood coagulation.
Ma Yi
Acta Pharmaceutica Sinica. B, 35, 1-3 (2000)
Kai Chen et al.
Bioresource technology, 119, 141-147 (2012-06-26)
Shikimic acid (SA) is an important metabolic intermediate with diverse commercial applications. In this work, antisense RNA interference and gene deletion were carried out to inactivate the aroK gene in an SA-producing Escherichia coli strain, DHPYA-T7. In this strain, the
Varun Rawat et al.
Organic & biomolecular chemistry, 10(20), 3988-3990 (2012-04-24)
A new enantioselective synthesis of the anti-influenza agent (-)-oseltamivir free base (7.1% overall yield; 98% ee) and (-)-methyl 3-epi-shikimate (16% overall yield; 98% ee) has been described from readily available raw materials. Sharpless asymmetric epoxidation and diastereoselective Barbier allylation of
Marco F Schmidt et al.
ChemMedChem, 8(1), 54-58 (2012-11-22)
Rational ligand design: Schaeffer's acid analogues were identified as novel inhibitors of M. tuberculosis type II dehydroquinase, a key enzyme of the shikimate pathway. Their likely binding mode was predicted using a combination of ensemble docking and flexible active site residues.
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