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A6751

Sigma-Aldrich

N-Acetyl-L-tyrosine ethyl ester monohydrate

Synonym(s):

ATEE

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About This Item

Empirical Formula (Hill Notation):
C13H17NO4 · H2O
CAS Number:
36546-50-6
Molecular Weight:
269.29
Beilstein/REAXYS Number:
2217900
EC Number:
212-663-5
MDL number:
MFCD00002389
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24891134
NACRES:
NA.26

assay

≥98%

Quality Level

200

form

powder

technique(s)

ligand binding assay: suitable

color

white

storage temp.

−20°C

SMILES string

CCOC(=O)[C@H](Cc1ccc(O)cc1)NC(C)=O

InChI

1S/C13H17NO4/c1-3-18-13(17)12(14-9(2)15)8-10-4-6-11(16)7-5-10/h4-7,12,16H,3,8H2,1-2H3,(H,14,15)/t12-/m0/s1

InChI key

SKAWDTAMLOJQNK-LBPRGKRZSA-N

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Application

N-Acetyl-L-tyrosine ethyl ester monohydrate has been used:
  • as a substrate in transesterification reactions with 1 M propan-1-ol catalyzed by Carlsberg protease protein-coated microcrystals (PCMC)
  • to test the performance of subtilisin Carlsberg protein-coated microcrystals (PCMC)
  • as a substrate for cross-linked crystals (CLECs) of subtilisin activity screening

Biochem/physiol Actions

N-Acetyl-L-tyrosine ethyl ester is an N-terminal and C-terminal protected L-tyrosine that is used in crosslinking studies and as a substrate for the detection, differentiation and/or characterization various proteases and esterases.

Substrates

Substrate for chymotrypsin

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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USP

USP

1134007

Chymotrypsin

Alicja Janik et al.
Acta crystallographica. Section C, Crystal structure communications, 63(Pt 10), o572-o575 (2007-10-06)
The crystal structure of a protected L-tyrosine, namely N-acetyl-L-tyrosine methyl ester monohydrate, C(12)H(15)NO(4).H(2)O, was determined at both 293 (2) and 123 (2) K. The structure exhibits a network of O-H...O and N-H...O hydrogen bonds, in which the water molecule plays
Sandra M Arriaga et al.
Clinical biochemistry, 42(9), 919-921 (2009-01-20)
To evaluate if unconjugated bilirubin (UB) inhibits C1 esterase activity. Esterase activity was evaluated by C1-mediated hydrolysis of N-acetyl-L-tyrosine ethyl ester, and binding of UB to C1r and C1s was assessed by dot-blot analysis. UB inhibited C1 enzymatic activity. C1r
Operational stability of subtilisin CLECs in organic solvents in repeated batch and in continuous operation
Fernandes JFA, et al.
Biochemical Engineering Journal, 24(1) (24)
A study of the intermolecular interactions of tolmetin/N-acetyl-L-tyrosine ethyl ester complex.
Tito A, Jimenez-Lopez C, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 72, 1000-1006 (2009)
Feda E Ali et al.
Free radical research, 40(1), 1-9 (2005-11-22)
Alzheimer's disease (AD) is characterised by the formation of amyloid deposits composed primarily of the amyloid beta-peptide (Abeta). This peptide has been shown to bind redox active metals ions such as copper and iron, leading to the production of reactive
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