L-アラニル-L-グルタミン

L-Alanyl-L-Glutamine

HCID 123935CAS 39537-23-0

基本情報

標準SMILES
C[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(=O)O
InChIKey
HJCMDXDYPOUFDY-WHFBIAKZSA-N
分子式
C8H15N3O4
平均分子量
217.22 g/mol
単同位体質量
217.10625596

概要

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.

名称と識別子

優先名称
L-Alanyl-L-Glutamine
IUPAC
(2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
現地名
L-アラニル-L-グルタミン
英語名
L-Alanyl-L-Glutamine
分子式
C8H15N3O4
分子量
217.22

名称と別名

l-Alanyl-l-glutamine39537-23-0Ala-glnalanylglutaminealanyl glutamineDipeptaminN(2)-L-Alanyl-L-glutamineGlutaMAXSustamineDTXSID20192658Alanyl-glutamine dipeptideL-Glutamine, N2-L-alanyl-
名称をさらに表示
L-アラニル-L-グルタミンN(2)-(L-アラニル)-L-グルタミンアラニルグルタミンCULTURESURE® L-アラニル-L-グルタミン, 動物由来物フリーL-Ala-L-Gln-OH(2S)-2-[(2S)-2-アミノプロパンアミド]-4-カルバモイルブタン酸Nα-L-アラニル-L-グルタミンN2-L-アラニル-L-グルタミンN2-(L-アラニル)-L-グルタミン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

データベース識別子

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

物性

構造計算による物性

XLogP
-4.4
極性表面積
136 Ų
水素結合供与体数
4
水素結合受容体数
5
回転可能結合数
6
重原子数
15

実験および物理化学的性質

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 件

Soluble in water

Very slightly soluble (in ethanol)

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

物理化学的性質

融点
215 °C · 215 °C
沸点
615 ℃ · 615℃
比重(密度)
1.305 · 1.305±0.06 g/cm3(Predicted)
蒸気圧
0 · 0-1000Pa at 20-313.7℃
FEMA
4712 · 4712 | L-ALANYL-L-GLUTAMINE
屈折率
10 ° · 10 ° (C=5, H2O)

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 3 件

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.

危険有害性情報

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

安全データ

wgk
1
hs_code
29241990
risk_code
36/37/38
化審法
(2)-3990 届出不要化学物質
hazard_code
Xi
safety_code
23-24/25-36-26

化学と産業

薬理情報

ATC Code · 2 件

B - Blood and blood forming organs

QB - Blood and blood forming organs

用途と製造

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

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

応用分野 · 2 件

説明L-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.

使用A 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.

サプライヤー50 社

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]

補足説明

定義本品は、アラニン(*)とグルタミン(*)とのジペプチドである。参照表示名称:アラニン, グルタミン

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

関連反応

29 件

関連ノート

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