A0783
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:
Molecular Weight:
157.17
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
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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 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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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
Bram Boeckx et al.
Biophysical chemistry, 159(2-3), 247-256 (2011-08-16)
A combined experimental matrix-isolation FT-IR and theoretical study has been performed to investigate the conformational behavior of N-acetylproline. The conformational landscape of N-acetylproline was explored using successively higher computational methods, i.e. HF, DFT(B3LYP) and finally MP2. The exploration resulted in
J M Bailey et al.
Analytical biochemistry, 224(2), 588-596 (1995-01-20)
Proteins and peptides can be sequenced from the carboxy-terminus with isothiocyanate reagents to produce amino acid thiohydantoin derivatives. Previous studies in our laboratory have focused on automation of the thiocyanate chemistry using diphenyl phosphoroisothiocyanatidate (DPP-ITC) and pyridine to derivatize the
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