L-Phenylalanyl-L-alanine

HCID 5488196

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Basic information

CAS: 3918-87-4
Standard SMILES: C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(=O)O
InChIKey: MIDZLCFIAINOQN-WPRPVWTQSA-N
Molecular formula: C12H16N2O3
Average molar mass: 236.27 g/mol
Monoisotopic mass: 236.11609237

Overview

Phe-Ala is a dipeptide formed from L-phenylalanine and L-alanine residues. It has a role as a metabolite. It is functionally related to a L-alanine and a L-phenylalanine. It is a tautomer of a Phe-Ala zwitterion.

Names & identifiers

Preferred name: L-Phenylalanyl-L-alanine
IUPAC: (2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]propanoic acid
English name: H-Phe-Ala-OH
Molecular formula: C12H16N2O3
Molecular weight: 236.27

Names & synonyms

Phe-ala3918-87-4PhenylalanylalanineL-Phenylalanyl-L-alanine(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]propanoic acidCHEBI:73630DTXSID20192411(2S)-2-(((2S)-2-amino-3-phenylpropanoyl)amino)propanoic acid(2S)-2-(((2S)-2-azaniumyl-3-phenylpropanoyl)amino)propanoateRefChem:924431DTXCID30114902(S)-2-((S)-2-Amino-3-phenylpropanamido)propanoic acid

Show more names

Phe-Ala-OHL-Phe-L-Ala-OHPhe-Ala/3918-87-4/98%H-PHE-ALA-OH USP/EP/BPPhe-Ala-OH≥ 95% (HPLC)L-Alanine,L-phenylalanyl-

H-PHE-ALA-OHMFCD00037229CHEMBL429950N-L-phenylalanyl-L-alanineFA dipeptideF-A DipeptideL-Phe-L-AlaPhenylalanine Alanine dipeptide

Database identifiers

CAS: 3918-87-4
PubChem CID: 5488196
DTXSID: DTXSID20192411
ChEMBL: CHEMBL429950
ChEBI: CHEBI:73630
Nikkaji: J79.876B

Properties

Computed structural properties

XLogP: -2.9
Topological polar surface area: 92.4 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 17
Formal charge: 0
Complexity: 275

Experimental & physicochemical properties

LogP-1.72

Physical DescriptionSolid

Physicochemical properties

Melting point: 241 ℃ · 241℃ (Decomposition)
Boiling point: 506 · 506.0±50.0 °C(Predicted)
Density: 1.222 · 1.222±0.06 g/cm3(Predicted)
storage temp.: -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka: 3.16 · 3.16±0.10(Predicted)
form: Solid
color: White to off-white
InChI: 1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1
InChIKey: MIDZLCFIAINOQN-WPRPVWTQSA-N
SMILES: C[C@H](NC(=O)[C@@H](N)Cc1ccccc1)C(O)=O
CAS DataBase Reference: 3918 · 3918-87-4
UNSPSC Code: 12352209 · 12352209
NACRES: 26 · NA.26
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesPhenylalanylalanine (H-Phe-Ala-OH) is a dipeptide composed of phenylalanine and alanine. Phenylalanylalanine is an incomplete breakdown product of protein digestion or protein catabolism[1].