All Photos(1)

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:
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

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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...
Hsuan-Shu Lee et al.
Journal of gastroenterology and hepatology, 20(7), 1109-1114 (2005-06-16)
Needle liver biopsy is essential for the diagnosis of liver fibrosis and cirrhosis. However, sampling variability has been reported by semiquantitative methods. The aim of the present study was to investigate quantitatively the sampling variability of needle liver biopsy on...

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