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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:
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
81709P0380PHL83414
L-Proline from non-animal source, meets EP, USP testing specifications, suitable for cell culture

Sigma-Aldrich

P5607

L-Proline

-
L-Proline BioUltra, ≥99.5% (NT)

Sigma-Aldrich

81709

L-Proline

Premium Grade
L-Proline ReagentPlus®, ≥99% (HPLC)

Sigma-Aldrich

P0380

L-Proline

-
L-Proline phyproof® Reference Substance

PHL83414

L-Proline

-
form

powder

form

powder or crystals

form

powder

form

solid

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

-

impurities

endotoxin, tested

impurities

insoluble matter, passes filter test, ≤0.3% foreign amino acids

impurities

L-Hydroxyproline, free

impurities

-

color

white

color

colorless to white

color

white

color

-

mp

228 °C (dec.) (lit.)

mp

228 °C (dec.) (lit.)

mp

228 °C (dec.) (lit.)

mp

228 °C (dec.) (lit.)

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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TRP channels in brown and white adipogenesis from human progenitors: new therapeutic targets and the caveats associated with the common antibiotic, streptomycin
Anna Goralczyk
Faseb Journal, 2-18 (2017)
Proline: a multifunctional amino acid
La' szlo' Szabados and Arnould Savoure
Trends in Plant Science, 1-9 (2009)
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)
Link-N: The missing link towards intervertebral disc repair is species-specific
Frances C. Bach, et.al.
PLoS ONE, 12(11), 1-21 (2017)
Proline-Dependent Structural and Biological Properties of Peptides and Proteins
Arieh Yaron
Critical Reviews in Biochemistry and Molecular Biology, 28, 31-81 (2008)

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