(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, CAS No. 51-35-4

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51-35-4

Catalog No. EBD13654

CAS 51-35-4

Name (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid

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Basic Information

Synonyms: (2S,4R)-(-)-4-Hydroxypyrrolidine-2-carboxylicacid H-Hyp-OH (2S,4R)-(-)-4-Hydroxy-2-pyrrolinecarboxylicacid 4-Hydroxyproline 4-L-Hydroxyproline delta-Hydroxyproline Hypro L-Proline,4-hydroxy-,trans- L-Proline,4-hydroxy-,trans Ls-Hydroxyproline Proline,4-hydroxy- (2S,4R)-4-Hydroxyproline L-Hydroxyproline (4R)-4-hydroxy-L-proline 3-hydroxy-L-proline 1-hydroxyproline 1-hydroxy-L-proline (2S,4R)-4-Hydroxypyrrolidine-2-carboxylicacid trans-4-Hydroxy-L-proline 4-hydroxy-L-proline(trans) hydroxyproline

Molecular Formula: C5H9NO3

Molecular Weight: 131.13

MDL Number: MFCD00064320

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Medicinal Chemistry > Pharmaceutical Excipients > Novel and Functional Excipients

Product Description:

L-Hydroxyproline is a non-essential, cyclic imino acid. It is a major component of collagen, the most abundant protein in the human body, where it plays a critical structural role by stabilizing the collagen triple helix through hydrogen bonding. This unique post-translationally modified amino acid is not directly incorporated into proteins during ribosomal synthesis but is formed by the hydroxylation of proline residues in collagen precursors. Its primary applications are deeply rooted in the pharmaceutical and biomedical fields. It serves as a key raw material or intermediate in the synthesis of various drugs, including certain antibiotics and anti-inflammatory agents. Furthermore, due to its role in collagen synthesis and stability, it is widely used in cell culture media, particularly for cultivating connective tissue cells. In recent years, it has gained attention as a functional excipient or active ingredient in nutraceuticals, cosmetics (for skin health and anti-aging formulations), and medical products aimed at supporting joint and skin health. As a chiral building block, L-hydroxyproline is also valuable in asymmetric synthesis and peptide chemistry. It is generally considered safe for its intended uses, with established specifications in pharmacopoeias for its pharmaceutical-grade material.

Physical Properties

Melting Point: 273 °C (dec.)(lit.)

Boiling Point: 355.2 °C at 760 mmHg

Flash Point: 168.6 °C

Density: 1.395 g/cm3

Solubility: H2O: 50 mg/mL

Refractivity: -75.5 ° (C=4, H2O)

Storage: Store at RT.

Analytical Data

Appearance: white crystalline powder