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441562

Sigma-Aldrich

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

≥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
Beilstein/REAXYS Number:
84043
EC Number:
251-780-6
MDL number:
MFCD00037339
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24867668
NACRES:
NA.22

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

Related Categories

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

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Stereospecific syntheses of all four stereoisomers of 4-fluoroglutamic acid.
Hudlicky M.
Journal of Fluorine Chemistry, 60(2-3), 193-210 (1993)
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)
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)
P Villani et al.
Presse medicale (Paris, France : 1983), 27(5), 211-214 (1998-10-13)
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[Leg ulcers caused by prolidase deficiency].
G Pasolini et al.
Giornale italiano di dermatologia e venereologia : organo ufficiale, Societa italiana di dermatologia e sifilografia, 123(10), 493-496 (1988-10-01)
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