L-Alanyl-L-Glutamine

Modify Date: 2025-08-22 18:29:59

L-Alanyl-L-Glutamine Structure
L-Alanyl-L-Glutamine structure
 Common Name L-Alanyl-L-Glutamine
CAS Number 39537-23-0 Molecular Weight 217.22
Density 1.5±0.1 g/cm3 Boiling Point 615℃
Molecular Formula C8H15N3O4 Melting Point 215 °C
MSDS Chinese USA Flash Point >110°

 Use of L-Alanyl-L-Glutamine


L-Alanyl-L-glutamine, a glutamine dipeptide, is benefit for the antioxidant system, attenuating inflammation, and may modulate the heat shock protein (HSP) response in catabolic situations[1].

 Names

Name (2S)-5-amino-2-[[(2S)-2-aminopropanoyl]amino]-5-oxopentanoic acid
Synonym More Synonyms

 L-Alanyl-L-Glutamine Biological Activity

Description L-Alanyl-L-glutamine, a glutamine dipeptide, is benefit for the antioxidant system, attenuating inflammation, and may modulate the heat shock protein (HSP) response in catabolic situations[1].
Related Catalog
Target

Human Endogenous Metabolite

In Vitro L-Alanyl-L-glutamine (2 mM; 24 hours) partially or fully attenuates chronic insulin secretion, and IR-β and COX IV levels which are decreased when β-cells were exposed to macrophages following stimulation in vitro (IMMs)[1]. L-Alanyl-L-glutamine -dependent β-cell protection mediated by coordinated effects on the glutamine-GSH axis, and the HSP pathway, maintenance of mitochondrial metabolism and stimulus-secretion coupling essential for insulin release[1].
References

[1]. Cruzat VF,et al. Alanyl-glutamine improves pancreatic β-cell function following ex vivo inflammatory challenge. J Endocrinol. 2015 Mar;224(3):261-71.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 615℃
Melting Point 215 °C
Molecular Formula C8H15N3O4
Molecular Weight 217.22
Flash Point >110°
Exact Mass 146.069138
PSA 106.41000
LogP -1.28
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.564
InChIKey HJCMDXDYPOUFDY-WHFBIAKZSA-N
SMILES CC(N)C(=O)NC(CCC(N)=O)C(=O)O
Storage condition 2-8°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Phrases S23-S24/25
RIDADR NONH for all modes of transport
WGK Germany 1
HS Code 2924199090

 Synthetic Route

L-Glutamine structure

L-Glutamine

CAS#:56-85-9

N-Carbobenzyloxy-L-alanine structure

N-Carbobenzylox...

CAS#:1142-20-7

~64%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Zhao, Yufen; Tang, Guo; Zhou, Ning; Hu, Liming; Chen, Yong Patent: US2005/233977 A1, 2005 ; Location in patent: Page/Page column 4-5 ;
L-Glutamine structure

L-Glutamine

CAS#:56-85-9

(2S)-2-(2,2-dimethylpropanoylamino)propanoic acid structure

(2S)-2-(2,2-dim...

CAS#:5872-22-0

~50%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Zhao, Yufen; Tang, Guo; Zhou, Ning; Hu, Liming; Chen, Yong Patent: US2005/233977 A1, 2005 ; Location in patent: Page/Page column 4 ;
z-ala-gln-oh structure

z-ala-gln-oh

CAS#:21467-17-4

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Otsuka Pharmaceutical Co., Ltd. Patent: US4474754 A1, 1984 ;
Z-Glu(OMe)-OH structure

Z-Glu(OMe)-OH

CAS#:4652-65-7

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Shimonishi,Y. Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 200 - 203
α-p-Nitro-benzyl-γ-methyl-L-glutamat structure

α-p-Nitro-benzy...

CAS#:96789-24-1

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Shimonishi,Y. Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 200 - 203
Glutamic acid, N-carboxy-, N-benzyl 5-Me 1-p-nitrobenzyl ester, L- (7CI) structure

Glutamic acid, ...

CAS#:910908-63-3

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Shimonishi,Y. Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 200 - 203
Carbobenzoxy-L-alanyl-(α-p-nitro-benzyl,γ-methyl)-L-glutamat structure

Carbobenzoxy-L-...

CAS#:101896-82-6

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Shimonishi,Y. Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 200 - 203
L-Alanyl-(γ-methyl)-L-glutamat structure

L-Alanyl-(γ-met...

CAS#:90770-50-6

~%

L-Alanyl-L-Glutamine Structure

L-Alanyl-L-Glutamine

CAS#:39537-23-0

Literature: Shimonishi,Y. Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 200 - 203

 Customs

HS Code 2924199090
Summary 2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

UNII-U5JDO2770Z
(2S)-2-((2S)-2-Aminopropanoylamino)-4-carbamoylbutanoic acid
ZY1&VMYVQ2VZ &&L-L Form
glutaminic acid
Gln
L-Ala-L-Gln
EINECS 475-290-9
glutamine
L-Gln
Pentanoic acid, 2,5-diamino-5-oxo-, (S)-
L-Alanyl-L-glutamine
Levoglutamide
(S)-5-Amino-2-[(S)-2-aminopropanamido]-5-oxopentanoic acid
L-Glutamine,L-alanyl
2,5-Diamino-5-oxopentanoic acid, (S)-
(2S)-2-amino-4-carbamoylbutanoic acid
Alanyl-glutamine,Glutamine-S
Ala-Gln
2-Aminoglutaramic acid, L-
(S)-(+)-Glutamine
5-Hydroxy-5-imino-L-norvaline
N(2)-L-alanyl-L-glutamine
Glutamine-S
Alanyl-glutamine
L-Norvaline, 5-hydroxy-5-imino-
L-Glutamic Acid g-Amide
L-Glutamic acid γ-amide
N-L-alanyl-L-glutamine
L-Glutamine, N2-L-alanyl-
L-Glutamine
l-alanyl-l-glutamin
l-(+)-glutamic acid-5-amide
L-Glutamic acid 5-amide
H-Ala-Gln-OH
GLUTAMINE, L-
(2S)-5-Amino-2-{[(2S)-2-aminopropanoyl]amino}-5-oxopentanoic acid
L-Glutamine, L-alanyl-
MFCD00133046
S(+)-Glutamic acid 5-amide
Alanyl glutamine
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