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421669

Sigma-Aldrich

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
Beilstein:
2817528
EC Number:
236-557-3
MDL number:
MFCD00063155
UNSPSC Code:
12352209
PubChem Substance ID:
24866392
NACRES:
NA.22

product name

Asp-Phe, 96%

Quality Level

200

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

SMILES string

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

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

InChI key

YZQCXOFQZKCETR-UWVGGRQHSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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
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
W E Lipton et al.
Metabolism: clinical and experimental, 40(12), 1337-1345 (1991-12-01)
The dipeptide sweetener aspartame (N-L-alpha-aspartyl-L-phenylalanine, 1-methyl ester; alpha-APM) is relatively stable in dry powder form. However, when exposed to elevated temperature, extremes of pH and/or moisture, alpha-APM is converted into a variety of products. In aqueous solution alpha-APM decomposes to
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
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