3-hydroxy Anthranilic Acid
(Synonyms: 3-羟基-2-氨基苯甲酸,3-HAA,NSC 522891) 目录号 : GC13377A tryptophan metabolite
Cas No.:548-93-6
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
3-Hydroxyanthranilic acid (3-HAA) is an intermediate in the metabolism of the amino acid tryptophan. 3-HAA is an aminobenzoic acid generated by substitution of benzoic acid at C-2 with an amine group and at C-3 by a hydroxy group. 3-Hydroxyanthranilic acid is a new antioxidant isolated from methanol extract of tempeh [1].
Tryptophan metabolism by the kynurenine pathway (KP) plays an important role in the pathogenesis of inflammatory, infectious, and degenerative diseases [2]. 3-HAA effectively suppressed glial cytokine and chemokine expression and reduced cytokine-induced neuronal death [2]. In astrocytes, 3-HAA induced the expression of hemeoxygenase-1 (HO-1), an antioxidant enzyme with anti-inflammatory and cytoprotective properties. In cultured adult human astrocytes, 3-HAA induced HO-1 expression, which has also been observed after injection to mouse brains [2]. 3-HAA acted as a co-antioxidant for α-tocopherol, inhibiting human low density lipoprotein and plasma lipid peroxidation [3]. 3-HAA inhibited nitric oxide (NO) synthase in macrophages and stimulated TGF-β production, suppressing pro-inflammatory activity of Th1 cells [1].
References:
[1] Stone T W, Stoy N, Darlington L G. An expanding range of targets for kynurenine metabolites of tryptophan[J]. Trends in pharmacological sciences, 2013, 34(2): 136-143.
[2] Krause D, Suh H S, Tarassishin L, et al. The tryptophan metabolite 3-hydroxyanthranilic acid plays anti-inflammatory and neuroprotective roles during inflammation: role of hemeoxygenase-1[J]. The American journal of pathology, 2011, 179(3): 1360-1372.
[3] Thomas, S. R.,Wittig, P.K. and Stocker, R. 3-Hydroxyanthranilic acid is an efficient, cell-derived co-antioxidant for α-tocopherol, inhibiting human low density lipoprotein and plasma lipid peroxidation. The Journal of Biological Chemisty 271, 2714-32721 (1996).
Cas No. | 548-93-6 | SDF | |
别名 | 3-羟基-2-氨基苯甲酸,3-HAA,NSC 522891 | ||
化学名 | 2-amino-3-hydroxy-benzoic acid | ||
Canonical SMILES | OC(C1=C(N)C(O)=CC=C1)=O | ||
分子式 | C7H7NO3 | 分子量 | 153.1 |
溶解度 | ≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide | 储存条件 | Store at -20°C |
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Shipping Condition | 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。 |
制备储备液 | |||
1 mg | 5 mg | 10 mg | |
1 mM | 6.5317 mL | 32.6584 mL | 65.3168 mL |
5 mM | 1.3063 mL | 6.5317 mL | 13.0634 mL |
10 mM | 0.6532 mL | 3.2658 mL | 6.5317 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
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1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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