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Merck
CN

10680

Sigma-Aldrich

邻氨基苯甲酸

puriss. p.a., ≥99.5% (T)

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别名:
2-AA, 2-氨基苯甲酸
线性分子式:
2-(H2N)C6H4CO2H
CAS号:
分子量:
137.14
Beilstein:
471803
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.21

蒸汽密度

4.7 (vs air)

质量水平

等级

puriss. p.a.

检测方案

≥99.5% (T)

形式

solid

灼烧残渣

≤0.05% (as SO4)

mp

144-148 °C (lit.)
145-147 °C

痕量阴离子

chloride (Cl-): ≤500 mg/kg
sulfate (SO42-): ≤100 mg/kg

痕量阳离子

Ca: ≤100 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES字符串

Nc1ccccc1C(O)=O

InChI

1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)

InChI key

RWZYAGGXGHYGMB-UHFFFAOYSA-N

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相关类别

一般描述

Anthranilic acid is an ortho-substituted aniline derivative. Anthranilic acid can be obtained from carbozole via microbial transformation using Pseudomonas stutzeri. It is a substrate of enzyme anthranilate hydroxylase found in Aspergillus niger.

应用

Anthranilic acid (AA) may be employed for the following studies:
  • Fluorescent labeling of glycans.
  • Synthesis of triptycene and derivatives, via diazotization reaction.
  • As fluorescent label for the facile labeling of oligosaccharides (acidic and neutral).
  • As fluorescent label for carbohydrate analysis.
  • Derivatization of oligosaccharides.
  • Preparation of poly(aniline-co-o-anthranilic acid) copolymers.
Anthranilic acid has been used in the microwave-assisted preparation of 2-heptyl-3-hydroxy-4(1H)-quinolone, also called as Pseudomonas quinolone signal, which finds applications in quorum sensing mechanism.
用于非选择性、高效的糖基荧光标记。

其他说明

可能实行销售限制

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象形图

Corrosion

警示用语:

Danger

危险声明

预防措施声明

危险分类

Eye Dam. 1

WGK

WGK 1

闪点(°F)

closed cup

闪点(°C)

closed cup

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

法规信息

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K R Anumula et al.
Glycobiology, 8(7), 685-694 (1998-06-11)
Facile labeling of oligosaccharides (acidic and neutral) in a nonselective manner was achieved with highly fluorescent anthranilic acid (AA, 2-aminobenzoic acid) (more than twice the intensity of 2-aminobenzamide, AB) for specific detection at very high sensitivity. Quantitative labeling in acetate-borate
"Microbial transformation of carbazole to anthranilic acid by Pseudomonas stutzeri"
Hisatsuka K and Sato M
Bioscience, Biotechnology, and Biochemistry, 58(01), 213-214 (1994)
Water-Soluble Poly (aniline-co-o-anthranilic acid) Copolymers.
Nguyen MT and Diaz AF.
Macromolecules, 28(9), 3411-3415 (1995)
J C Bigge et al.
Analytical biochemistry, 230(2), 229-238 (1995-09-20)
Reaction conditions for conjugation of two fluorescent ortho-substituted aniline derivatives, 2-amino benzamide (2-AB) and 2-anthranilic acid (2-AA), to N- and O-glycans have been investigated. Conjugation conditions for attaching 2-AB and 2-AA to core-fucosylated and non-fucosylated glycans were developed using complex
"Microwave-assisted preparation of the quorum-sensing molecule
2-heptyl-3-hydroxy-4 (1H)-quinolone and structurally related analogs"
Hodgkinson TJ, et al
Nature Protocols, 7(06), 1184-1192 (2012)

实验方案

该聚糖质谱分析方案,被称之为干液滴法,基于原始的MALDI实验并依然是MS领域中最常用的方法。

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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