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268062

Sigma-Aldrich

D-Pipecolinic acid

99%

Synonym(s):

(R)-(+)-2-Piperidinecarboxylic acid, (R)-Piperidine-2-carboxylic acid, D-Homoproline

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
Molecular Weight:
129.16
Beilstein:
81094
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

optical activity

[α]25/D +27°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

277 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)[C@H]1CCCCN1

InChI

1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m1/s1

InChI key

HXEACLLIILLPRG-RXMQYKEDSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Kalyanasundaram Subramanian et al.
PloS one, 13(6), e0198990-e0198990 (2018-06-16)
D-amino acid oxidase (DAAO) degrades D-amino acids to produce α-ketoacids, hydrogen peroxide and ammonia. DAAO has often been investigated and engineered for industrial and clinical applications. We combined information from literature with a detailed analysis of the structure to engineer
Rodney A Fernandes et al.
Organic & biomolecular chemistry, 10(38), 7789-7800 (2012-08-23)
A newly developed π-allylpalladium with a (-)-β-pinene framework and an isobutyl side chain catalyzed the enantioselective allylation of imines in good yields and enantioselectivities (20 examples, up to 98% ee). An efficient enantioselective synthesis of the (R)-α-propyl piperonylamine part of
Yi Chai et al.
Chemistry & biology, 17(3), 296-309 (2010-03-27)
The tubulysins are a family of complex peptides with promising cytotoxic activity against multi-drug-resistant tumors. To date, ten tubulysins have been described from the myxobacterial strains Angiococcus disciformis An d48 and Archangium gephyra Ar 315. We report here a third
Luigi Servillo et al.
Journal of agricultural and food chemistry, 60(1), 315-321 (2012-01-03)
The presence of pipecolic acid and pipecolic acid betaine, also known as homostachydrine, is herein reported for the first time in Citrus genus plants. Homostachydrine was found in fruits, seeds, and leaves of orange, lemon, and bergamot (Citrus bergamia Risso
Arjun Sengupta et al.
Malaria journal, 10, 384-384 (2011-12-27)
Plasmodium vivax is responsible for the majority of malarial infection in the Indian subcontinent. This species of the parasite is generally believed to cause a relatively benign form of the disease. However, recent reports from different parts of the world

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