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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%

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6241
MKCM8912
MKCJ4669
MKCB5517
MKBZ0843V

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78019

L-Phenylalanine

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
E A Timokhina et al.
Prikladnaia biokhimiia i mikrobiologiia, 23(3), 426-428 (1987-05-01)
A technique for quantitative determining of the synthetic sweetener aspartame. NH2-Asp-Phe-OMe and its hydrolysis product, NH2-Asp-Phe-OH, is proposed based on the use of an amino acid analyzer.
E G Burton et al.
The Journal of nutrition, 119(5), 713-721 (1989-05-01)
A new beta-aspartyl dipeptide, N-beta-L-aspartyl-L-phenylalanine (beta-AP), has been isolated and identified in urine and plasma from normal human volunteers. beta-AP was isolated from urine samples by high performance liquid chromatography (HPLC). Its identity and stereochemistry were demonstrated by HPLC and
Tao Wang et al.
Biomolecules, 9(11) (2019-11-27)
Short oligopeptides are some of the most promising and functionally important amide bond-containing components, with widespread applications. Biosynthesis of these oligopeptides may potentially become the ultimate strategy because it has better cost efficiency and environmental-friendliness than conventional solid phase peptide
N A Tobey et al.
Gastroenterology, 91(4), 931-937 (1986-10-01)
Aspartame [Nutrasweet, Equal (Searle Consumer Products, Chicago, Ill.)] is the methyl ester of the dipeptide aspartylphenylalanine (Asp-Phe). After hydrolysis of the ester bond in the intestinal lumen, the dipeptide is apparently absorbed and digested in the same manner as dipeptides
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