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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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€85.10
100 G
€144.00

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25 G
€85.10
100 G
€144.00

About This Item

Empirical Formula (Hill Notation):
C6H11NO2
CAS Number:
Molecular Weight:
129.16
Beilstein:
81095
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

€85.10


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Product Name

Pipecolinic acid, 98%

Quality Level

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. [1]

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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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
Isabelle M Medana et al.
The Journal of infectious diseases, 185(5), 650-656 (2002-02-28)
A retrospective study of 261 Vietnamese adults with severe malaria was conducted to determine the relationship between cerebrospinal fluid (CSF) levels of metabolites of the kynurenine pathway, the incidence of neurologic complications, and the disease outcome. Three metabolites were measured:

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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