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441562

trans-1-Acetyl-4-hydroxy-L-proline

Name: <I>trans</I>-1-Acetyl-4-hydroxy-<SC>L</SC>-proline
Brand: ALDRICH

≥98%, for peptide synthesis

Synonym(s):

N-Acetyl-L-hydroxyproline

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₁NO₄

CAS Number:

33996-33-7

Molecular Weight:

173.17

NACRES:

NA.22

PubChem Substance ID:

24867668

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

251-780-6

MDL number:

MFCD00037339

Beilstein/REAXYS Number:

84043

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Properties

Product Name

trans-1-Acetyl-4-hydroxy-L-proline, ≥98%

Quality Level

100

assay

≥98%

form

powder

optical activity

[α]20/D −119°, c = 4 in H₂O

reaction suitability

reaction type: solution phase peptide synthesis

mp

132-133 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(=O)N1C[C@H](O)C[C@H]1C(O)=O

InChI

1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1

InChI key

BAPRUDZDYCKSOQ-RITPCOANSA-N

Description

Application

trans-1-Acetyl-4-hydroxy-L-proline can be used:

In the stereospecific synthesis of 4-fluoroglutamic acid.
To synthesize molecular targets for von Hippel-Lindau (VHL) E3 ubiquitin ligase.
As a precursor to synthesize pseudopoly(amino acids) such as poly(trans-4-hydroxy-4-acyl-L-proline ester) and a biodegradable polymer, poly(lactic acid-glycolic acid-4-hydroxyproline).

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Pseudopoly (amino acids): A Study of the Synthesis and Characterization of Poly (trans-4-hydroxy-N-acyl-L-proline esters).

Kwon H Y and Langer R

Macromolecules, 22(8), 3250-3255 (1989)

Synthesis and characterization of a novel biodegradable polymer poly (lactic acid?glycolic acid?4?hydroxyproline).

Duan J, et al.

Journal of Applied Polymer Science, 103(6), 3585-3590 (2007)

Structure-guided design and optimization of small molecules targeting the protein?protein interaction between the von Hippel?Lindau (VHL) E3 ubiquitin ligase and the hypoxia inducible factor (HIF) alpha subunit with in vitro nanomolar affinities.

Galdeano C, et al.

Journal of Medicinal Chemistry, 57(20), 8657-8663 (2014)

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Global Trade Item Number

SKU	GTIN
441562-10G	04061832594590