L-Kynurenine Hydrate - >98.0%(T), high purity , CAS No.2922-83-0

  • ≥98%(T)
Item Number
S138616
Grouped product items
SKUSizeAvailabilityPrice Qty
S138616-25mg
25mg
In stock
$18.90
S138616-100mg
100mg
In stock
$56.90
S138616-500mg
500mg
In stock
$252.90

Endogenous AhR agonist

Basic Description

SynonymsCCRIS 4425 | CS-13161 | L-kynurenine | SCHEMBL20875 | KYN | AKOS016843487 | beta-Anthraniloyl-L-alanine, L-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid | DTXSID1074414 | 3-(2-aminobenzoyl)-L-alanine | (alphaS)-alpha,2-diamino-3-hydroxy-gamma-oxo-Benzenebu
Specifications & Purity≥98%(T)
Biochemical and Physiological MechanismsEndogenous AhR agonist. L-Tryptophan metabolite. Suppresses allogeneic T cell proliferation. Centrally active.
Storage TempStore at -20°C,Argon charged
Shipped InIce chest + Ice pads
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
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

Pubchem Sid488188330
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488188330
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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Find and download the COA for your product by matching the lot number on the packaging.

20 results found

Lot NumberCertificate TypeDateItem
L2228063Certificate of AnalysisOct 21, 2024 S138616
L2228059Certificate of AnalysisOct 21, 2024 S138616
L2228056Certificate of AnalysisOct 11, 2024 S138616
L2228052Certificate of AnalysisOct 11, 2024 S138616
B2215401Certificate of AnalysisDec 21, 2023 S138616
B2215620Certificate of AnalysisDec 21, 2023 S138616
A2205489Certificate of AnalysisOct 08, 2023 S138616
A2205485Certificate of AnalysisOct 08, 2023 S138616
E2413071Certificate of AnalysisJul 08, 2023 S138616
H2301914Certificate of AnalysisJul 08, 2023 S138616
H2301915Certificate of AnalysisJul 08, 2023 S138616
H2301931Certificate of AnalysisJul 08, 2023 S138616
C2314220Certificate of AnalysisMar 08, 2023 S138616
C2314221Certificate of AnalysisMar 08, 2023 S138616
C2324222Certificate of AnalysisMar 08, 2023 S138616
C2313922Certificate of AnalysisMar 08, 2023 S138616
L2228025Certificate of AnalysisDec 02, 2022 S138616
A2304144Certificate of AnalysisDec 02, 2022 S138616
I2002096Certificate of AnalysisJul 11, 2022 S138616
B2215402Certificate of AnalysisDec 01, 2021 S138616

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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

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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]

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