Asp-Phe

L-Aspartyl-L-phenylalanine is a dipeptide inhibitor of angiotensin-converting enzyme (ACE) and a metabolite of the synthetic non-caloric sweetener aspartame. It is formed from aspartame by intestinal intracellular esterases. L-Aspartyl-L-phenylalanine inhibits ACE with a Ki value of 11 µM for the rabbit enzyme. Serum levels of L-aspartyl-L-phenylalanine are positively associated with pancreatic ductal adenocarcinoma.

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CAT No: 10-101-305

CAS No: 13433-09-5

Synonyms/Alias: L-Aspartyl-L-phenylalanine;13433-09-5;H-ASP-PHE-OH;ASP-PHE;Aspartyl-phenylalanine;Aspartylphenylalanine;Demethylaspartame;l-a-aspartyl-l-phenylalanine;CHEBI:73830;L-alpha-Aspartyl-L-phenylalanine;(S)-3-Amino-4-(((S)-1-carboxy-2-phenylethyl)amino)-4-oxobutanoic acid;a-Aspartylphenylalanine;alpha-L-Aspartyl-L-phenylalanine;EINECS 236-557-3;(3S)-3-amino-4-[[(1S)-1-carboxy-2-phenylethyl]amino]-4-oxobutanoic acid;a-L-Aspartyl-L-phenylalanine;N-L-aspartyl-L-PhenylAlanine;CHEMBL170376;N-L-a-aspartyl-L-PhenylAlanine;N-L-alpha-aspartyl-L-PhenylAlanine;alpha-Aspartylphenylalanine;3-amino-N-(carboxyphenethyl)-Succinamic acid stereoisomer;3.Aspartame acid;3-amino-N-(a-carboxyphenethyl)-Succinamic acid stereoisomer;(S)-3-amino-4-((S)-1-carboxy-2-phenylethylamino)-4-oxobutanoic acid;MFCD00063155;.alpha.L-Aspartyl-L-phenylalanine;DF dipeptide;(3S)-3-amino-4-(((1S)-1-carboxy-2-phenylethyl)amino)-4-oxobutanoic acid;L-Aspartyl-L-phenylalanine; Aspartame Imp. B (EP); Aspartame Impurity B;alpha-Asp-Phe;D-F Dipeptide;L-a-Asp-L-phe;L-alpha-Asp-L-Phe;L-Asp-L-Phe;N-L-alpha-Aspartyl-3-phenyl-L-alanine;N-Aspartylphenylalanine;Asp-Phe, 96%;N-alpha-Aspartylphenylalanine;SCHEMBL135366;alphaL-Aspartyl-L-phenylalanine;N-L-alpha-Aspartylphenylalanine;Aspartate Phenylalanine dipeptide;Aspartate-Phenylalanine dipeptide;DTXSID20928570;YZQCXOFQZKCETR-UWVGGRQHSA-N;n-alpha-l-aspartyl-l-phenylalanine;13433-09-5 (free amine);Aspartic acid phenylalanine dipeptide;Aspartic acid-phenylalanine dipeptide;BDBM50049759;MSK001019;AKOS022180930;AS-46818;FA108005;1ST001019;CS-0044366;NS00014795;L-alpha-Aspartyl-L-phenylalanine Hydrochloride;F10617;N-L-alpha-Aspartyl-L-phenylalanine Hydrochloride;Q27144148;

Chemical Name: (3S)-3-amino-4-[[(1S)-1-carboxy-2-phenylethyl]amino]-4-oxobutanoic acid

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Specification Technical Data Publications Customer reviews and Q&A
M.F/FormulaC13H16N2O5
M.W/Mr.280.28
SequenceOne Letter Code:DF
Three Letter Code:H-Asp-Phe-OH
Purity>98 %
ActivityInhibitor
TargetAngiotensin-converting Enzyme (ACE)
Shipping Condition+20°C (International: -20°C)
InChIInChI=1S/C13H16N2O5/c14-9(7-11(16)17)12(18)15-10(13(19)20)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7,14H2,(H,15,18)(H,16,17)(H,19,20)/t9-,10-/m0/s1
InChI KeyYZQCXOFQZKCETR-UWVGGRQHSA-N
Canonical SMILESC1=CC=C(C=C1)CC(C(=O)O)NC(=O)C(CC(=O)O)N
Isomeric SMILESC1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)[C@H](CC(=O)O)N

1. Constitutive and inflammation-dependent antimicrobial peptides produced by epithelium are differentially processed and inactivated by the commensal Finegoldia magna and the pathogen Streptococcus pyogenes

2. Effect of Short-Term Desiccation, Recovery Time, and CAPA-PVK Neuropeptide on the Immune System of the Burying Beetle Nicrophorus vespilloides

3. The effect of sex on immune responses to a homocitrullinated peptide in the DR4-transgenic mouse model of Rheumatoid Arthritis

4. An Isolated TCR αβ Restricted by HLA-A* 02: 01/CT37 Peptide Redirecting CD8+ T Cells to Kill and Secrete IFN-γ in Response to Lung Adenocarcinoma Cell Lines

5. Myotropic activity of allatostatins in tenebrionid beetles

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