(2S)-2-[(2S)-2-aminopropanamido]-4-carbamoylbutanoic acid

• ChemBase ID: 106155
• Molecular Formular: C8H15N3O4
• Molecular Mass: 217.2224
• Monoisotopic Mass: 217.10625598
• SMILES: C[C@H](N)C(=O)N[C@@H](CCC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)CC[C@@H](C(=O)O)NC(=O)[C@@H](N)C
• InChI: 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-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-aminopropanamido]-4-carbamoylbutanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-aminopropanamido]-4-carbamoylbutanoic acid
• Synonyms: Ala-Gln; Ala-Gln; Alanyl-glutamine; Glutamine-S; Glutamine-S 200 mM Solution; ALA-GLN(ALANYL-GLUTAMINE); 丙氨酰谷氨酰胺; 丙谷二肽; Ala-Gln

Database IDs

• CAS Number: 39537-23-0
• MDL Number: MFCD00133046
• PubChem SID: 162087667; 24890433; 24891211; 24895343
• PubChem CID: 123935

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.541453
• LogD (pH = 7.4): -4.5767937
• Log P: -4.5397143
• Molar Refractivity: 50.4073 cm^3
• Polarizability: 20.089476 Å^3
• Polar Surface Area: 135.51 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true
• Acid pKa: 3.5716186

PROPERTIES

Physical Property

• Apperance: solution

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98% (TLC)
• Concentration: 200 mM
• Grade: Biotechnology Performance Certified
• Suitability: suitable for cell culture; suitable for insect cell culture
• Description: for research or for further manufacturing use
• Impurities: endotoxin, tested
• Sterility: sterile-filtered
• Quality Level: GMP
• Empirical Formula (Hill Notation): C8H15N3O4

DETAILS

MP Biomedicals - 02199619

White crystalline powder.

Sigma Aldrich - G8541

Application
This supplement provides a stable form of L-glutamine while in solution.
Other Notes
Contains the dipeptide L-Alanyl-L-glutamine. 200 mM supplied in 0.85% NaCl.

Sigma Aldrich - 59212C

Biochem/physiol Actions
L-glutamine is an essential amino acid that is a crucial component of culture media that serves as a major energy source for cells in culture. L-glutamine is very stable as a dry powder and as a frozen solution. In liquid media or stock solutions, however, L-glutamine degrades relatively rapidly. Optimal cell performance usually requires supplementation of the media with L-glutamine prior to use. Glutamine-S, or L-alanyl-L-glutamine, is a stabilized dipeptide form of L-glutamine which does not degrade in liquid media during storage or incubation.
Other Notes
Contains the dipeptide L-Alanyl-L-glutamine at 43.44 mg/mL 0.85 % NaCL.

Sigma Aldrich - A8185

Analysis Note
This product is cell culture tested (0.5 mg/ml) and insect cell culture tested (0.2 mg/ml). It is appropriate for use in cell culture and insect cell culture applications at 2-10 mM.
Application
Alanyl-glutamine (Ala-Gln) is a dipeptide that is used as a substitute for glutamine in mammalian cell culture media. Glutamine is unstable in solution and forms ammonia which can have deleterious effects on cells in culture. Ala-Glu is stable to heat sterilization and is less ammoniagenic than glutamine, which contributes to its advantages as a media component.

Sigma Aldrich - A0550

Application
用作哺乳类细胞培养基中谷氨酰胺的替代品；对热灭菌稳定。
Biochem/physiol Actions
Alanyl-glutamine is a widely used alternative supplement to L-glutamine in the production of biopharmaceuticals. The primary advantage of using L-alanylglutamine in place of L-glutamine is that it reduces the level of ammonia generated during cell culture. L-alanyglutamine also acts as an antioxidant (peroxide) and anti-apoptosis (LPS-induced) factor.