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A0783

Sigma-Aldrich

N-Acetyl-L-proline

≥98% (TLC), suitable for ligand binding assays

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About This Item

Empirical Formula (Hill Notation):
C7H11NO3
CAS Number:
68-95-1
Molecular Weight:
157.17
EC Number:
200-698-9
MDL number:
MFCD00020837
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24890453
NACRES:
NA.26

product name

N-Acetyl-L-proline,

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

2-8°C

SMILES string

CC(=O)N1CCC[C@H]1C(O)=O

InChI

1S/C7H11NO3/c1-5(9)8-4-2-3-6(8)7(10)11/h6H,2-4H2,1H3,(H,10,11)/t6-/m0/s1

InChI key

GNMSLDIYJOSUSW-LURJTMIESA-N

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Biochem/physiol Actions

N-Acetyl-L-proline, an analog of the COOH-terminal dipeptide portion of preferred angiotensin-converting enzyme substrates, is use to probe the active site of angiotensin-converting enzyme(s). N-Acetyl-L-proline may be used to to identify, differentiate and characterized N-acyl-amino acid amidohydrolase(s)/aminoacylase(s). N-Acetyl-L-proline is used to study the physicochemical parameters of prolines.
N-acetyl-L-proline is an analog of the COOH-terminal dipeptide portion of preferred substrates of angiotensin-converting enzyme (ACE). It may be used in studies of the binding of substrates and inhibitors by ACE and to differentiate the specificities of various aminoacylases.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Abil E Aliev et al.
The journal of physical chemistry. B, 111(50), 14034-14042 (2007-11-22)
The results of the ring conformational analysis of L-proline, N-acetyl-L-proline, and trans-4-hydroxy-L-proline by NMR combined with calculations using density functional theory (DFT) and molecular dynamics (MD) are reported. Accurate values of 1H-1H J-couplings in water and other solvents have been
J Krapcho et al.
Journal of medicinal chemistry, 31(6), 1148-1160 (1988-06-01)
Analogues of captopril, enalaprilat, and the phosphinic acid [hydroxy(4-phenylbutyl)phosphinyl]acetyl]-L-proline incorporating 4-substituted proline derivatives have been synthesized and evaluated as inhibitors of angiotensin-converting enzyme (ACE) in vitro and in vivo. The 4-substituted prolines, incorporating alkyl, aryl, alkoxy, aryloxy, alkylthio, and arylthio
Mayuko Koreishi et al.
Bioscience, biotechnology, and biochemistry, 69(10), 1914-1922 (2005-10-26)
A novel aminoacylase was purified to homogeneity from culture broth of Streptomyces mobaraensis, as evidenced by SDS-polyacrylamide gel electrophoresis (PAGE). The enzyme was a monomer with an approximate molecular mass of 100 kDa. The purified enzyme was inhibited by the
Chiara Cappelli et al.
The journal of physical chemistry. B, 112(11), 3441-3450 (2008-02-26)
The structure and properties of (s)-N-acetylproline amide (NAP) in aqueous solution are studied by exploiting a continuum solvation model. The conformational preference of NAP as a function of the environment is discussed as well as data for a number of
S N Tenjarla et al.
International journal of pharmaceutics, 192(2), 147-158 (1999-11-24)
A series of N-acetylproline esters (alkyl side chain length, 5-18) were synthesized and tested for potential skin penetration enhancement activity using modified Franz diffusion cells and hairless mouse skin as the penetration barrier. Benazepril and hydrocortisone were used as model
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