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알라닐글루타민

L-Alanyl-L-Glutamine

HCID 123935
새 노트새 반응견적 요청하기
인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
39537-23-0
표준 SMILES
C[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(=O)O
InChIKey
HJCMDXDYPOUFDY-WHFBIAKZSA-N
분자식
C8H15N3O4
평균 분자량
217.22 g/mol
단동위원소 질량
217.10625597

개요

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.

이름 및 식별자

우선 이름
L-Alanyl-L-Glutamine
IUPAC
(2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
현지명
알라닐글루타민
영어명
L-Alanyl-L-Glutamine
분자식
C8H15N3O4
분자량
217.22

이름 및 동의어

l-Alanyl-l-glutamine39537-23-0Ala-glnalanylglutaminealanyl glutamineDipeptaminN(2)-L-Alanyl-L-glutamineGlutaMAXSustamineAlanyl-glutamine dipeptideL-Glutamine, N2-L-alanyl-FEMA NO. 4712
이름 더 보기
알라닐글루타민Alu-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
L-alanyl-l-glutamine amino acidDTXSID20192658U5JDO2770ZCHEBI: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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
-4.4
극성 표면적
136 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
5
회전 가능 결합 수
6
무거운 원자 수
15
형식 전하
0
복잡도
267

실험 및 물리화학적 성질

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 · 2건

Soluble in water

Very slightly soluble (in ethanol)

Melting Point230.00 to 232.00 °C. @ 760.00 mm Hg
Physical Description · 3건

Solid; [Sigma-Aldrich MSDS]

Solid

White crystals or crystalline powder; Weak savoury aroma

물리화학적 성질

녹는점
215 °C · 215 °C
끓는 점
615 ℃ · 615℃
밀도
1.305 · 1.305±0.06 g/cm3(Predicted)
증기압
0 · 0-1000Pa at 20-313.7℃
FEMA
4712 · 4712 | L-ALANYL-L-GLUTAMINE

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 3건

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.

유해성 정보

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

안전 데이터

wgk
1
HS 번호
29241990
risk_code
36/37/38
hazard_code
Xi
safety_code
23-24/25-36-26
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 2건

B - Blood and blood forming organs

QB - Blood and blood forming organs

용도 및 제조

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

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

응용 분야 · 2건

개요L-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.

용도A 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.

상·하류 제품 정보

관련 반응

29건
반응 기록 만들기
HRID 16049 반응식
HRID 16049생성물로uspto-grants-2010_06
HRID 16050 반응식
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HRID 405669 반응식
HRID 405669생성물로uspto-grants-2014_06
HRID 491259 반응식
HRID 491259생성물로uspto-grants-2009_05
HRID 571160 반응식
HRID 571160생성물로uspto-grants-2015_05
HRID 659927 반응식
HRID 659927생성물로uspto-grants-2011_12
HRID 1012889 반응식
HRID 1012889반응물로uspto-grants-2011_07
HRID 1086941 반응식
HRID 1086941생성물로uspto-grants-1991_07
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화합물 노트

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굴절률
10 ° · 10 ° (C=5, H2O)
인화점
110 ° · >110°(230°F)
저장 조건
2 · 2-8°C
용해도
물 (난용성)
산도 계수 (pKa)
3.12 · 3.12±0.10(Predicted)
물리적 상태
액체
색상
하얀색
수소이온지수(pH)
pH(50g/l, 25℃) : 5.0~6.0
냄새
순한맛
수용성
물에 용해됩니다.
JECFA Number
2121 · 2121
안정성
흡습성
화장품 원료 기능
보습제피부 컨디셔닝
InChI
1S/C8H15N3O4/c1-4(9)7(13)11-5(8(14)15)2-3-6(10)12/h4-5H,2-3,9H2,1H3,(H2,10,12)(H,11,13)(H,14,15)/t4-,5-/m0/s1
InChIKey
HJCMDXDYPOUFDY-AKGZTFGVSA-N
SMILES
NC(CC[C@H](NC([C@@H](N)C)=O)C(O)=O)=O
LogP
-4.6 at · -4.6 at 22℃ and pH6.3
표면장력
70 mN/m · 70mN/m at 1g/L and 20℃

화학적 성질

White Solid

상류 원료

L-글루타민N-Carbobenzyloxy-L-alanineL-Alanine, N-(2,2-dimethyl-1-oxopropyl)-트리페닐포스핀헥사클로로에탄수산화칼륨

추가 설명

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