All Photos(1)

421669

Sigma-Aldrich

Asp-Phe

96%

Synonym(s):
Aspartame acid, L-Aspartyl-L-phenylalanine
Linear Formula:
HOOCCH2CH(NH2)CONHCH(CH2C6H5)CO2H
CAS Number:
Molecular Weight:
280.28
Beilstein:
2817528
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

96%

optical activity

[α]20/D +12.5°, c = 1 in 0.5 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

mp

236-239 °C (lit.)

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

100 mg in glass insert
250 mg in amber glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 421669.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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....

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