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Merck
CN

421669

Asp-Phe

96%, for peptide synthesis

Synonym(s):

L-Aspartyl-L-phenylalanine, Aspartame acid

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About This Item

Linear Formula:
HOOCCH2CH(NH2)CONHCH(CH2C6H5)CO2H
CAS Number:
13433-09-5
Molecular Weight:
280.28
NACRES:
NA.22
PubChem Substance ID:
24866392
UNSPSC Code:
12352209
EC Number:
236-557-3
MDL number:
MFCD00063155
Beilstein/REAXYS Number:
2817528

Key Documents

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Product Name

Asp-Phe, 96%

InChI key

YZQCXOFQZKCETR-UWVGGRQHSA-N

InChI

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

SMILES string

N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc1ccccc1)C(O)=O

assay

96%

form

powder

optical activity

[α]20/D +12.5°, c = 1 in 0.5 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

236-239 °C (lit.)

application(s)

peptide synthesis

Quality Level

200

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000466637
0000466637
0000305692
MKCX0043
0000305692

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Montserrat Andújar-Sánchez et al.
FEBS letters, 581(18), 3449-3454 (2007-07-10)
Somatic angiotensin I-converting enzyme (s-ACE) plays a central role in blood pressure regulation and has been the target of most antihypertensive drugs. A displacement isothermal titration calorimetry method has been used to accurately determine the binding constant of three strong
Y In et al.
Chemical & pharmaceutical bulletin, 48(3), 374-381 (2000-03-22)
As part of the series investigating the structural features of C-terminal amidated amino acids and peptides, three crystal structures of Z-Gly-Phe-NH2, Tyr-Lys-NH2, and Asp-Phe-NH2 were analyzed by the X-ray diffraction method, and their molecular conformations and intermolecular interactions were investigated.
D Grobelny et al.
Biochemical and biophysical research communications, 128(2), 960-964 (1985-04-30)
Aspartame (L-aspartyl-L-phenylalanine methyl ester, is a widely used artificIal sweetener. In humans and other animals aspartame is initially hydrolyzed to L-aspartyl-L-phenylalanine by intestinal esterases. L-Aspartyl-L-phenylalanine inhibits angiotensin converting enzyme purified from rabbit lungs with a Ki of 11 +/- 2
Kimber van Vliet et al.
Nutrients, 12(6) (2020-07-01)
Phenylketonuria and tyrosinemia type 1 are treated with dietary phenylalanine (Phe) restriction. Aspartame is a Phe-containing synthetic sweetener used in many products, including many 'regular' soft drinks. Its amount is (often) not declared; therefore, patients are advised not to consume
S S Leung et al.
Journal of pharmaceutical sciences, 86(1), 64-71 (1997-01-01)
Some solid-state pharmaceutical properties and the solid-state thermal stability of the model dipeptides aspartame (APM) and aspartylphenylalanine (AP), have been investigated. Studies by differential scanning calorimetry (DSC), thermal gravimetric analysis (TGA), high-performance liquid chromatography, powder X-ray diffraction, and optical microscopy
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