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287059

Sigma-Aldrich

L-Prolinamide

98%, for peptide synthesis

Synonym(s):

(2S)-2-Carbamoylpyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
7531-52-4
Molecular Weight:
114.15
Beilstein:
80807
EC Number:
231-397-0
MDL number:
MFCD00005253
UNSPSC Code:
12352209
PubChem Substance ID:
24857262
NACRES:
NA.22

Product Name

L-Prolinamide, 98%

Quality Level

100

Assay

98%

optical activity

[α]20/D −106°, c = 1 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

95-97 °C (lit.)

application(s)

peptide synthesis

SMILES string

NC(=O)[C@@H]1CCCN1

InChI

1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m0/s1

InChI key

VLJNHYLEOZPXFW-BYPYZUCNSA-N

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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
0000200159
0000200159
MKCP3031
MKCM3812
MKCH9113

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Denis R St Laurent et al.
Bioorganic & medicinal chemistry letters, 22(19), 6063-6066 (2012-09-11)
In a previous disclosure,(1) we reported the dimerization of an iminothiazolidinone to form 1, a contributor to the observed inhibition of HCV genotype 1b replicon activity. The dimer was isolated via bioassay-guided fractionation experiments and shown to be a potent
Tor E Kristensen et al.
Organic letters, 11(14), 2968-2971 (2009-06-16)
A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in
Yasuhiro Goto et al.
Journal of medicinal chemistry, 49(3), 847-849 (2006-02-03)
A focused library approach identifying novel leads to develop a potent ORL1 antagonist is described. Beginning from a compound identified by random screening, an exploratory library that exhibited a diverse display of pharmacophores was designed. After evaluating ORL1 antagonistic activity
Kazuhiko Mitsui et al.
Chemical communications (Cambridge, England), (22)(22), 3261-3263 (2009-07-10)
Dendritic effects on both the enantioselectivity and diastereoselectivity of the direct aldol reaction were observed for pyridine-2,6-dicarboxamide dendrons terminated with L-prolinamides.
Hidenobu Komeda et al.
European journal of biochemistry, 271(8), 1465-1475 (2004-04-07)
An amidase acting on (R,S)-piperazine-2-tert-butylcarboxamide was purified from Pseudomonas azotoformans IAM 1603 and characterized. The enzyme acted S-stereoselectively on (R,S)-piperazine-2-tert-butylcarboxamide to yield (S)-piperazine-2-carboxylic acid. N-terminal and internal amino acid sequences of the enzyme were determined. The gene encoding the S-stereoselective
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