L-Kynurenine Hydrate - 10mM in DMSO, high purity , CAS No.2922-83-0

  • 10mM in DMSO
Item Number
L423034
Grouped product items
SKUSizeAvailabilityPrice Qty
L423034-1ml
1ml
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$121.90

Endogenous AhR agonist

Basic Description

SynonymsL-kynurenine | 2922-83-0 | (S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid | Kynurenine, L- | 3-Anthraniloyl-L-alanine | (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid | CHEBI:16946 | Kynurenin | 02JW4J5R44 | Benzenebutanoic acid, .alpha.,2-diamino-.gamma.-oxo-, (S)- | B
Specifications & Purity10mM in DMSO
Biochemical and Physiological MechanismsEndogenous AhR agonist. L-Tryptophan metabolite. Suppresses allogeneic T cell proliferation. Centrally active.
Storage TempStore at -80°C
Shipped InIce chest + Ice pads
Product Description

L-Kynurenine is a key intermediate in the breakdown pathway of tryptophan. L-Kynurenine is a substrate of kynureninase, KMO, and KAT associated with the suppression of antitumor immune responses. It has been shown to inhibit allogeneic T-cell proliferation and to increase malignant U87 glioma cell invasion into a collagen matrix.

Associated Targets(Human)

AHR Tclin Aryl hydrocarbon receptor (1071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KYNU Tchem Kynureninase (42 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (2S)-2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
INCHI InChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)/t8-/m0/s1
InChi Key YGPSJZOEDVAXAB-QMMMGPOBSA-N
Canonical SMILES C1=CC=C(C(=C1)C(=O)CC(C(=O)O)N)N
Isomeric SMILES C1=CC=C(C(=C1)C(=O)C[C@@H](C(=O)O)N)N
RTECS CY9049700
PubChem CID 161166
Molecular Weight 208.22(as Anhydrous)
Beilstein 14(4)1656
Reaxy-Rn 2942333

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Sensitivityair sensitive
Refractive Index-33° (C=0.4,H2O)
Specific Rotation[α]-33° (C=0.4,H2O)
Melt Point(°C)219 °C

Safety and Hazards(GHS)

RTECS CY9049700
Reaxy-Rn 2942333
Merck Index 5328

Related Documents

Citations of This Product

1. Wu Hao, Bao Yuling, Yan Tongtong, Huang Hui, Jiang Ping, Zhang Zhan, Li Lei, Wu Qian.  (2023)  PAH-induced metabolic changes related to inflammation in childhood asthma.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (5): (13739-13754).  [PMID:36136199] [10.1007/s11356-022-23091-9]
2. Lu Geng, Zhou Jiawei, Yang Ting, Li Jin, Jiang Xinrui, Zhang Wenjun, Gu Shuangshuang, Wang Jun.  (2022)  Landscape of Metabolic Fingerprinting for Diagnosis and Risk Stratification of Sepsis.  Frontiers in Immunology,  13    [PMID:35663956] [10.3389/fimmu.2022.883628]
3. Zhenyang Gu, Wenlong Pei, Yonghua Shen, Lijuan Wang, Jun Zhu, Yi Zhang, Shengxian Fan, Qian Wu, Lei Li, Zhan Zhang.  (2021)  Akkermansia muciniphila and its outer protein Amuc_1100 regulates tryptophan metabolism in colitis.  Food & Function,  12  (20): (10184-10195).  [PMID:34532729] [10.1039/D1FO02172A]
4. Yun Chen, Hui Chen, Ganggang Shi, Min Yang, Fuchun Zheng, Zhijie Zheng, Shuyao Zhang, Shilong Zhong.  (2019)  Ultra-performance liquid chromatography-tandem mass spectrometry quantitative profiling of tryptophan metabolites in human plasma and its application to clinical study.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1128  (121745).  [PMID:31586884] [10.1016/j.jchromb.2019.121745]
5. Ning Wang, Jie Zhang, Qiao Li, Hui Xu, Geng Chen, Zhiyong Li, Difa Liu, Xin Yang.  (2019)  Discovery of potent indoleamine 2,3-dioxygenase (IDO) inhibitor from alkaloids in Picrasma quassioides by virtual screening and in vitro evaluation.  FITOTERAPIA,  133  (137).  [PMID:30654128] [10.1016/j.fitote.2019.01.005]

References

1. Wu Hao, Bao Yuling, Yan Tongtong, Huang Hui, Jiang Ping, Zhang Zhan, Li Lei, Wu Qian.  (2023)  PAH-induced metabolic changes related to inflammation in childhood asthma.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (5): (13739-13754).  [PMID:36136199] [10.1007/s11356-022-23091-9]
2. Lu Geng, Zhou Jiawei, Yang Ting, Li Jin, Jiang Xinrui, Zhang Wenjun, Gu Shuangshuang, Wang Jun.  (2022)  Landscape of Metabolic Fingerprinting for Diagnosis and Risk Stratification of Sepsis.  Frontiers in Immunology,  13    [PMID:35663956] [10.3389/fimmu.2022.883628]
3. Zhenyang Gu, Wenlong Pei, Yonghua Shen, Lijuan Wang, Jun Zhu, Yi Zhang, Shengxian Fan, Qian Wu, Lei Li, Zhan Zhang.  (2021)  Akkermansia muciniphila and its outer protein Amuc_1100 regulates tryptophan metabolism in colitis.  Food & Function,  12  (20): (10184-10195).  [PMID:34532729] [10.1039/D1FO02172A]
4. Yun Chen, Hui Chen, Ganggang Shi, Min Yang, Fuchun Zheng, Zhijie Zheng, Shuyao Zhang, Shilong Zhong.  (2019)  Ultra-performance liquid chromatography-tandem mass spectrometry quantitative profiling of tryptophan metabolites in human plasma and its application to clinical study.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1128  (121745).  [PMID:31586884] [10.1016/j.jchromb.2019.121745]
5. Ning Wang, Jie Zhang, Qiao Li, Hui Xu, Geng Chen, Zhiyong Li, Difa Liu, Xin Yang.  (2019)  Discovery of potent indoleamine 2,3-dioxygenase (IDO) inhibitor from alkaloids in Picrasma quassioides by virtual screening and in vitro evaluation.  FITOTERAPIA,  133  (137).  [PMID:30654128] [10.1016/j.fitote.2019.01.005]

Solution Calculators