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P5607

Sigma-Aldrich

L-Proline

from non-animal source, meets EP, USP testing specifications, suitable for cell culture

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Synonym(s):
(S)-Pyrrolidine-2-carboxylic acid
Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
Beilstein/REAXYS Number:
80810
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:

biological source

non-animal source

Quality Level

agency

meets EP testing specifications
meets USP testing specifications

assay

98.5-101.0% dry basis

form

powder

optical activity

[α]20/D -86.0 to -84.0 °, c = 4 in water
[α]25/D -86.3 to -84.3°, c = 4 in water

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white

mp

228 °C (dec.) (lit.)

solubility

H2O: 50 mg/mL

cation traces

Fe: ≤10 ppm
NH4+: ≤0.02%

application(s)

pharmaceutical (small molecule)

functional group

(Imine)
carboxyl

storage temp.

room temp

SMILES string

OC(=O)[C@@H]1CCCN1

InChI

1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

InChI key

ONIBWKKTOPOVIA-BYPYZUCNSA-N

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This Item
P03801568506PHL83414
L-Proline from non-animal source, meets EP, USP testing specifications, suitable for cell culture

P5607

L-Proline

L-Proline ReagentPlus®, ≥99% (HPLC)

P0380

L-Proline

L-Proline United States Pharmacopeia (USP) Reference Standard

1568506

L-Proline

L-Proline phyproof® Reference Substance

PHL83414

L-Proline

functional group

(Imine), carboxyl

functional group

-

functional group

-

functional group

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

technique(s)

-

assay

98.5-101.0% dry basis

assay

≥99% (HPLC)

assay

-

assay

≥98.0% (HPLC)

storage temp.

room temp

storage temp.

-

storage temp.

-

storage temp.

-

color

white

color

white

color

-

color

-

General description

L-Proline, also known as 2-Pyrrolidinecarboxylic acid, is a versatile amino acid that plays an essential role in various biological processes. It is classified as a member of the glutamine family of amino acids and serves as a building block for proteins. L-Proline is vital for maintaining the structural integrity of proteins, including collagen, which is crucial for the proper functioning of joints, tendons, and various connective tissues.

This amino acid, synthesized within the human body from other amino acids, is involved in a range of functions. It contributes to wound healing, supports the synthesis of essential molecules such as elastin and carnitine, and is a key player in protein synthesis and structural stability. L-Proline is also associated with metabolic processes, including the synthesis of arginine, polyamines, and glutamate. In the realm of nutrition, it is known for its antioxidative properties and its role in immune responses.

Additionally, It also influences carbohydrate metabolism, cell growth, proliferation, and the maintenance of normal bodily functions. In cellular studies, it has demonstrated its ability to stimulate the growth of specific cell types while inhibiting the growth of others, making it a multifaceted component of various biological systems.

Moreover, L-Proline operates as a signaling molecule, participating in redox reactions and serving as a sensor of cellular energy status. It is involved in differentiation processes, impacting embryonic stem cells and the growth and development of the conceptus (fetus and associated extraembryonic membranes) in humans and animals. L-Proline is a critical amino acid that plays a diverse and significant role in various biochemical and cellular processes, making it a valuable subject of study in fields such as biochemistry, microbiology, metabolism, cell biology, and nutrition research.

Application

L-proline has been used as a component of high-glucose-Dulbecco′s modified Eagle′s medium (HG-DMEM) for chondrocyte differentiation and for the culture of chondrocyte-like cells. It has also been used as a component of yeast nitrogen base for yeast cultures.

Biochem/physiol Actions

Proline is a cyclic, non-essential, hydrophobic amino acid. It is a proteinogenic amino acid which is crucial for primary metabolism. In peptide chains, proline residues confer structural constraints and enhance the susceptibility of proximal peptide bonds to protease activity.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

comparable product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Alcohol-based quorum sensing plays a role in adhesion and sliding motility of the yeast Debaryomyces hansenii.
Gori K, et.al.
FEMS Yeast Research, 11(8), 643-652 (2011)
Proline: a multifunctional amino acid
La' szlo' Szabados and Arnould Savoure
Trends in Plant Science, 1-9 (2009)
Link-N: The missing link towards intervertebral disc repair is species-specific
Frances C. Bach, et.al.
PLoS ONE, 12(11), 1-21 (2017)
TRP channels in brown and white adipogenesis from human progenitors: new therapeutic targets and the caveats associated with the common antibiotic, streptomycin
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Proline-Dependent Structural and Biological Properties of Peptides and Proteins
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