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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:
Molecular Weight:
280.28
Beilstein:
2817528
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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

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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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
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
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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