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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:
1723-00-8
Molecular Weight:
129.16
Beilstein:
81094
EC Number:
217-024-4
MDL number:
MFCD00064346
UNSPSC Code:
12352209
PubChem Substance ID:
24856260
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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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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
Arjun Sengupta et al.
Malaria journal, 10, 384-384 (2011-12-27)
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Santos Fustero et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(12), 3753-3764 (2012-02-16)
The preparation of optically pure quaternary piperidines, both fluorinated and non-fluorinated, has been achieved from a chiral imino lactone derived from (R)-phenylglycinol. In the case of the fluorinated derivatives, the addition of (trifluoromethyl)trimethylsilane (TMSCF(3)) followed by iodoamination and migration of
Susan Keay et al.
Chemical biology & drug design, 77(6), 421-430 (2011-03-01)
Interstitial cystitis/painful bladder syndrome is a chronic bladder disorder with epithelial thinning or ulceration, pain, urinary frequency and urgency, for which there is no reliably effective therapy. We previously reported that interstitial cystitis/painful bladder syndrome bladder epithelial cells make a
Kuo-Yuan Hung et al.
The Journal of organic chemistry, 75(24), 8728-8731 (2010-11-26)
An efficient stereoselective synthesis of fully protected (2S,4R)-4-methylpipecolic acid has been developed. The synthesis was achieved by initial asymmetric α-alkylation of glycine with a chiral iodide, affording the linear precursor as a single stereoisomer. Subsequent aldehyde formation using OsO(4)/NaIO(4) followed
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