670774
(R)-(−)-Pyrrolidine-3-carboxylic acid
≥99.0% (NT)
Synonym(s):
(R)-β-Proline
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About This Item
Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
Beilstein:
5496144
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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![(S)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol ≥99.0%](/deepweb/assets/sigmaaldrich/product/structures/201/440/11d18670-8609-4657-bb4b-af6c424f8791/640/11d18670-8609-4657-bb4b-af6c424f8791.png)
Assay
≥99.0% (NT)
form
solid
optical activity
[α]/D -20.5±1.5°, 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-/m1/s1
InChI key
JAEIBKXSIXOLOL-SCSAIBSYSA-N
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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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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
G Johnson et al.
Journal of medicinal chemistry, 35(2), 233-241 (1992-01-24)
3-Carboxy-3,4-dehydropyrrolidine was found to bind with affinity equal to that of glycine in a [3H]strychnine binding assay. Simple substitution of the 1-, 2-, 4-, or 5-position resulted in marked loss of affinity. A decline in affinity was also found upon
Alan Armstrong et al.
The Journal of organic chemistry, 74(14), 5041-5048 (2009-06-03)
7-Azabicyclo[2.2.1]heptane-2-carboxylic acid 11 was prepared in enantiopure form, and its catalytic potential in the direct aldol reaction between acetone and 4-nitrobenzaldehyde was assessed. The bicyclic system was found to be more selective than its monocyclic analogue beta-proline 5b. A comparative
Giuliana Cardillo et al.
Journal of medicinal chemistry, 45(12), 2571-2578 (2002-05-31)
In this paper we describe the synthesis and affinity toward the mu-opioid receptor of some tetrapeptides obtained from endomorphin-1, H-Tyr-Pro-Trp-Phe-NH(2) (1), by substituting each amino acid in turn with its homologue. The ability to bind mu-opioid receptors depends on the
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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