L-Alanyl-L-Glutamine

HCID 123935CAS 39537-23-0

Grundinformationen

Standard-SMILES
C[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(=O)O
InChIKey
HJCMDXDYPOUFDY-WHFBIAKZSA-N
Summenformel
C8H15N3O4
Durchschnittliche Molmasse
217,22 g/mol
Monoisotopische Masse
217,10625596

Überblick

Ala-Gln is a dipeptide formed from L-alanyl and L-glutamine residues. It has a role as a metabolite. It is a tautomer of an Ala-Gln zwitterion.

Namen und Bezeichner

Bevorzugter Name
L-Alanyl-L-Glutamine
IUPAC
(2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
Englischer Name
L-Alanyl-L-Glutamine
Summenformel
C8H15N3O4
Molmasse
217.22

Namen und Synonyme

l-Alanyl-l-glutamine39537-23-0Ala-glnalanylglutaminealanyl glutamineDipeptaminN(2)-L-Alanyl-L-glutamineGlutaMAXSustamineDTXSID20192658Alanyl-glutamine dipeptideL-Glutamine, N2-L-alanyl-
Weitere Namen anzeigen
Alu-GlnALANYL-GLUTAMINEH-ALA-GLN-OHDIPEPTIVENAla-Gln-OHL-ALANY-L-GLUTAMINEL-Alanyl-L-Glutamine Alanyl Glutamine(S)-5-aMino-2-((S)-2-aMinopropanaMido)-5-oxopentanoic acid
U5JDO2770ZL-alanyl-l-glutamine amino acidFEMA NO. 4712CHEBI:73788(2S)-5-amino-2-(((2S)-2-azaniumylpropanoyl)amino)-5-oxopentanoate(2S)-5-amino-2-{[(2S)-2-azaniumylpropanoyl]amino}-5-oxopentanoateL-alanyl/L-glutamineRefChem:553258

Datenbank-Bezeichner

CAS
39537-23-0
PubChem CID
123935
DTXSID
DTXSID20192658
ChEMBL
CHEMBL3707366
ChEBI
CHEBI:73788
UNII
U5JDO2770Z
EC Number
609-717-9
Nikkaji
J475.207D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-4,4
Polarare Oberfläche (TPSA)
136 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
6
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals -> Listed in ZINC15
LogP-4.54
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Solubility · 2 Einträge

Soluble in water

Very slightly soluble (in ethanol)

Melting Point230.00 to 232.00 °C. @ 760.00 mm Hg

Physikochemische Eigenschaften

Schmelzpunkt
215 °C · 215 °C
Siedepunkt
615 ℃ · 615℃
Dichte
1.305 · 1.305±0.06 g/cm3(Predicted)
Dampfdruck
0 · 0-1000Pa at 20-313.7℃
FEMA
4712 · 4712 | L-ALANYL-L-GLUTAMINE
Brechungsindex
10 ° · 10 ° (C=5, H2O)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 100% (3 of 3) of all reports.

Not Classified

Aggregated GHS information provided per 3 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Regulatory InformationL-Glutamine, L-alanyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryCauses hyperglycemia in acute oral studies of rats; [RTECS] May cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

wgk
1
hs_code
29241990
risk_code
36/37/38
hazard_code
Xi
safety_code
23-24/25-36-26
Speicherklasse
11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

B - Blood and blood forming organs

QB - Blood and blood forming organs

Verwendung und Herstellung

UsesUsed to make dipeptides, as a laboratory reagent, and in cosmetics; [ExPub: ECHA REACH Registrations]
Use Classification · 2 Einträge

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Anwendungen · 2 Einträge

BeschreibungL-Alanyl-L-glutamine is a synthetic glutamine dipeptide that can attenuate oxidative stress in rodent models when administered at doses of 0.75-1.5 mg/kg. In vivo, the parenteral administration of L-alanyl-L-glutamine to Swiss mice yields higher plasma glutamine levels compared to enteral administration. In vitro, the addition of this dipeptide (50 mM) to cultures of antibody-producing CHO cells reduces apoptosis and promotes antibody production. Treatment of insulin-secreting BRIN-BD11 β-cells with L-alanyl-L-glutamine (2 mM) protects against the inflammatory effects of exposure to lipopolysaccharide-treated primary macrophages.

VerwendenA substitute for glutamine in mammalian cell culture media; stable to heat-sterilization.L-Alanyl-L-glutamine is used as a component in pharmaceuticals, cosmetics and food products. It is a stable Gln dipeptide, which protects mice against the jejunal crypt depletion in the setting of dietary protein and fat deficiency. It provides nutritional requirements, improves intestinal health and enhances the immune system. It is also involved in various clinical studies such as cancer treatment, radiation and chemotherapy. It finds application in biotechnology as a component for mammalian cell culture medium. It improves pancreatic beta-cell function, maintaining the mitochondrial metabolism and stimulus-secretion coupling essential for insulin release.

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A dipeptide formed from L-alanyl and L-glutamine residues.

Zugehörige Reaktionen

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