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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0043
0000305692
MKCT4953
MKCQ6241
MKCM8912

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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
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
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
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
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
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