H54409

Sigma-Aldrich

trans-4-Hydroxy-L-proline

≥99%

Synonym(s):
(2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, Hyp
Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
Beilstein/REAXYS Number:
81441
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99%

form

crystalline powder

optical activity

[α]25/D −75.6°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

color

white to off-white

mp

273 °C (dec.) (lit.)

SMILES string

O[C@H]1CN[C@@H](C1)C(O)=O

InChI

1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

InChI key

PMMYEEVYMWASQN-DMTCNVIQSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Versatile reagent for the synthesis of neuroexcitatory kainoids and antifungal echinocandins. Also employed in the synthesis of chiral ligands for enantioselective ethylation of aldehydes.

Packaging

2.5, 10, 25, 100 g in poly bottle

Other Notes

Natural constituent of animal structural proteins such as collagen and elastin.

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Tetrahedron, 49, 6195-6195 (1993)
Tetrahedron Letters, 35, 6163-6163 (1994)
Synthetic Communications, 23, 2691-2691 (1993)
Stefan de Vries et al.
Tissue engineering. Part A, 25(11-12), 830-841 (2018-05-10)
Notochordal cells (NCs) reside in the core of the healthy disc and produce soluble factors that can stimulate nucleus pulposus cells (NPCs). These NC-derived factors may be applied in intervertebral disc regeneration for treatment of low-back pain. However, identification of...
Massimo Petrera et al.
Arthroscopy : the journal of arthroscopic & related surgery : official publication of the Arthroscopy Association of North America and the International Arthroscopy Association, 29(10), 1685-1692 (2013-10-01)
This study aimed to determine the effects of platelet-rich plasma (PRP) on the histologic, biochemical, and biomechanical properties of tissue-engineered cartilage. Chondrocytes isolated from bovine metacarpal-phalangeal articular cartilage were seeded on top of a porous ceramic substrate (calcium polyphosphate [CPP])....

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service