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Merck
모든 사진(4)

문서

C1761

Sigma-Aldrich

Chorismic acid from Enterobacter aerogenes

≥80%

동의어(들):

trans-3-([1-Carboxyethenyl]oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid

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About This Item

실험식(Hill 표기법):
C10H10O6
CAS Number:
Molecular Weight:
226.18
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥80%

형태

powder

배송 상태

dry ice

저장 온도

−20°C

SMILES string

O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O

InChI

1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1

InChI key

WTFXTQVDAKGDEY-HTQZYQBOSA-N

관련 카테고리

애플리케이션

Chorismic acid is a metabolite generally used in the study of chorismate-prephenate rearrangement and to synthesize chorismate derivatives.
Intermediate in the biosynthesis of aromatic amino acids via the shikimate pathway.

픽토그램

Health hazardExclamation mark

신호어

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

개인 보호 장비

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


시험 성적서(COA)

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문서 라이브러리 방문

Richard J Payne et al.
Organic & biomolecular chemistry, 8(15), 3534-3542 (2010-06-10)
Several 2-amino-4-carboxypyridine, 4- and 5-carboxypyridone-based compounds were prepared and tested against three members of the chorismate-utilising enzyme family, anthranilate synthase, isochorismate synthase and salicylate synthase. Most compounds exhibited low micromolar inhibition of these three enzymes. The most potent inhibitor was
Of two make one: the biosynthesis of phenazines.
Matthias Mentel et al.
Chembiochem : a European journal of chemical biology, 10(14), 2295-2304 (2009-08-07)
Diversity-oriented production of metabolites derived from chorismate and their use in organic synthesis.
Johannes Bongaerts et al.
Angewandte Chemie (International ed. in English), 50(34), 7781-7786 (2011-07-09)
Stabilization of the transition state of the chorismate-prephenate rearrangement: An ab initio study of enzyme and antibody catalysis.
Wiest, Olaf and Houk, KN
Journal of the American Chemical Society, 117(47), 11628-11639 (1995)
Sergio Martí et al.
Journal of the American Chemical Society, 131(44), 16156-16161 (2009-10-20)
The isochorismate pyruvate lyase (IPL) from Pseudomonas aeruginosa, designated as PchB, catalyzes the transformation of isochorismate into pyruvate and salicylate, but it also catalyzes the rearrangement of chorismate into prephenate, suggesting that both reactions may proceed by a pericyclic mechanism.

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