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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%

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

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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Sigma-Aldrich

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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
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.
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
Sampak Samanta et al.
Organic letters, 7(23), 5321-5323 (2005-11-05)
[reaction: see text] The catalytic activity of the prolinamide-type catalysts may be improved by introducing additional prolinamide moiety into the catalyst, while the enantioselectivity can still be maintained or further improved. A C2-symmetric bisprolinamide with two prolinamide moieties has been
Highly enantioselective strecker reaction of ketoimines catalyzed by an organocatalyst from (S)-BINOL and L-prolinamide.
Zongrui Hou et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(15), 4484-4486 (2008-04-11)
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