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H54409

trans-4-Hydroxy-L-proline

Name: <I>trans</I>-4-Hydroxy-<SC>L</SC>-proline
Brand: ALDRICH

≥99%, for peptide synthesis

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₅H₉NO₃

CAS Number:

51-35-4

Molecular Weight:

131.13

NACRES:

NA.22

PubChem Substance ID:

24895692

UNSPSC Code:

12352209

EC Number:

200-091-9

MDL number:

MFCD00064320

Beilstein/REAXYS Number:

81441

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Properties

Product Name

trans-4-Hydroxy-L-proline, ≥99%

Quality Level

200

assay

≥99%

form

crystalline powder

optical activity

[α]25/D −75.6°, c = 1 in H₂O

reaction suitability

reaction type: solution phase peptide synthesis

color

white to off-white

mp

273 °C (dec.) (lit.)

application(s)

peptide synthesis

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

Description

General description

Trans-4-hydroxy-L-proline is an isomer of hydroxyproline used as a chiral building block in the production of many pharmaceuticals like neuroexcitatory kainoids.

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.

Other Notes

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

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Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

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Tetrahedron Letters, 35, 6163-6163 (1994)

Biosynthesis of trans-4-hydroxyproline by recombinant strains of Corynebacterium glutamicum and Escherichia coli

Yi Y, et al.

BMC biotechnology, 14, 1-8 (2014)

Synthetic Communications, 23, 2691-2691 (1993)

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Global Trade Item Number

SKU	GTIN
H54409-100G	04061833799413
H54409-10G	04061833799420
H54409-25G	04061833799444
H54409-2.5G	04061833799437