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Merck
CN

268062

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:
1723-00-8
Molecular Weight:
129.16
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
24856260
EC Number:
217-024-4
Beilstein/REAXYS Number:
81094
MDL number:
MFCD00064346

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InChI key

HXEACLLIILLPRG-RXMQYKEDSA-N

InChI

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

SMILES string

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

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
21412AO
07601JS
14703AA
09102MN

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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
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
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
Andrew D Patterson et al.
The Journal of biological chemistry, 286(22), 19511-19522 (2011-04-14)
To enhance understanding of the metabolic indicators of type 2 diabetes mellitus (T2DM) disease pathogenesis and progression, the urinary metabolomes of well characterized rhesus macaques (normal or spontaneously and naturally diabetic) were examined. High-resolution ultra-performance liquid chromatography coupled with the
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