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P45850

Sigma-Aldrich

Pipecolinic acid

98%, for peptide synthesis

Synonym(s):

(±)-Piperidine-2-carboxylic acid, 2-Piperidinecarboxylic acid, Homoproline, Pipecolic acid free base

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About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
535-75-1
Molecular Weight:
129.16
Beilstein:
81095
EC Number:
208-616-3
MDL number:
MFCD00064347
UNSPSC Code:
12352106
PubChem Substance ID:
24898555
NACRES:
NA.22

product name

Pipecolinic acid, 98%

Quality Level

100

Assay

98%

form

powder and chunks

reaction suitability

reaction type: solution phase peptide synthesis

technique(s)

LC/MS: suitable

color

white to beige

mp

282 °C (dec.) (lit.)

SMILES string

OC(=O)C1CCCCN1

InChI

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

InChI key

HXEACLLIILLPRG-UHFFFAOYSA-N

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General description

Pipecolinic acid also known as 2-piperidinecarboxylic acid, is a versatile reagent used in the solution phase peptide synthesis. It has been commonly utilized as a replacement for proline in many peptidomimetic syntheses.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Conformational heterogeneity about pipecolic acid peptide bonds: conformational, thermodynamic, and kinetic aspects
WJ Wu
The Journal of Organic Chemistry, 63, 6689-6698 (1998)
D M Danks et al.
The Journal of pediatrics, 86(3), 382-387 (1975-03-01)
Studies of eight patients with this syndrome confirm the characteristic pattern of abnormalities and the autosomal recessive mode of inheritance. The incidence is estimated to be approximately 1 in 100,000 live births. The liver lesion proved to be variable, with
B Plecko et al.
Annals of neurology, 48(1), 121-125 (2000-07-14)
Diagnosis of pyridoxine-dependent epilepsy is based on the clinical response to high-dosage application of pyridoxine. Here, we report on 2 patients with pyridoxine-dependent epilepsy with significant elevation of pipecolic acid concentrations in plasma and cerebrospinal fluid (CSF) and further increase
B T Poll-The et al.
Journal of inherited metabolic disease, 9(2), 169-174 (1986-01-01)
Infantile Refsum's disease was diagnosed in three male patients, presenting with facial dysmorphia, retinitis pigmentosa, neurosensory hearing loss, hepatomegaly, osteopenia and delayed growth and psychomotor development. An elevated plasma phytanic acid concentration and a deficient phytanic acid oxidase activity in
Lana Brockbals et al.
Analytical and bioanalytical chemistry, 412(24), 6241-6255 (2019-11-24)
Metabolomics studies that aim to qualitatively and quantitatively characterize the entirety of small endogenous biomolecules in an organism are widely conducted in the clinical setting. They also become more and more popular in the field of forensics (toxicology), e.g., to
View All Related Papers

Chromatograms

application for HPLC

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