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670871

Sigma-Aldrich

(S)-(+)-Pyrrolidine-3-carboxylic acid

≥98.0% (NT)

Sinónimos:

(S)-β-Proline

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About This Item

Fórmula empírica (notación de Hill):
C5H9NO2
Número de CAS:
72580-53-1
Peso molecular:
115.13
Beilstein/REAXYS Number:
3537293
MDL number:
MFCD06738463
UNSPSC Code:
12352106
PubChem Substance ID:
329760393
NACRES:
NA.22

assay

≥98.0% (NT)

form

solid

optical activity

[α]/D 20.0±2.0°, c = 2 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

OC(=O)[C@H]1CCNC1

InChI

1S/C5H9NO2/c7-5(8)4-1-2-6-3-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

InChI key

JAEIBKXSIXOLOL-BYPYZUCNSA-N

Categorías relacionadas

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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Certificados de análisis (COA)

Lot/Batch Number
0000184532
0000203682
1409310V
1370058V

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Sigma-Aldrich

198994

Sodium 3-methyl-2-oxobutyrate

L-Prolina ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-Prolina

B R Huck et al.
Organic letters, 1(11), 1717-1720 (2000-06-03)
[formula: see text] Homooligomers of beta-amino acids (S)-3-pyrrolidine-3-carboxylic acid (PCA) and (S)-nipecotic acid (Nip) were studied by circular dichroism (CD) in methanol. In each series, a profound change in the far-UV CD spectrum was observed from monomer to tetramer, but
Alessandra Tolomelli et al.
Amino acids, 41(3), 575-586 (2011-05-05)
The synthesis of unusual cyclic amino acids, that may be envisaged as proline analogs, is an area of great interest for their potential applications as scaffolds for the design of bioactive peptidomimetics or units for the creation of novel foldamers.
Joanna Katarzyńska et al.
Journal of peptide science : an official publication of the European Peptide Society, 14(12), 1283-1294 (2008-09-30)
Immune response suppressors are used in the medical praxis to prevent graft rejection after organ transplantation and in the therapy of some autoimmune diseases. As a continuation of our previous work searching for new, effective suppressors devoid of toxicity, we
Souvik Banerjee et al.
The Journal of organic chemistry, 77(23), 10925-10930 (2012-11-07)
A straightforward stereoselective and enantiodivergent cyclization strategy for the construction of γ-lactams is described. The cyclization strategy makes use of chiral malonic esters prepared from enantiomerically enriched monoesters of disubstituted malonic acid. The cyclization occurs with the selective displacement of
Haile Zhang et al.
Journal of the American Chemical Society, 130(3), 875-886 (2008-01-01)
The development of enantioselective anti-selective Mannich-type reactions of aldehydes and ketones with imines catalyzed by 3-pyrrolidinecarboxylic acid and related pyrrolidine derivatives is reported in detail. Both (3R,5R)-5-methyl-3-pyrrolidinecarboxylic acid and (R)-3-pyrrolidinecarboxylic acid efficiently catalyzed the reactions of aldehydes with alpha-imino esters
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