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135046

Sigma-Aldrich

4-Nitrophenyl trimethylacetate

98%

Synonym(s):

4-Nitrophenyl pivalate

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About This Item

Linear Formula:
(CH3)3CCO2C6H4NO2
CAS Number:
4195-17-9
Molecular Weight:
223.23
MDL number:
MFCD00007325
UNSPSC Code:
12352100
PubChem Substance ID:
24848195
NACRES:
NA.22

Assay

98%

form

solid

mp

92-95 °C (lit.)

SMILES string

CC(C)(C)C(=O)Oc1ccc(cc1)[N+]([O-])=O

InChI

1S/C11H13NO4/c1-11(2,3)10(13)16-9-6-4-8(5-7-9)12(14)15/h4-7H,1-3H3

InChI key

QADVJDGFQGNSIF-UHFFFAOYSA-N

General description

4-Nitrophenyl trimethylacetate undergoes hydrolysis catalysed by cytoplasmic aldehyde dehydrogenase in presence of NAD+, NADH, propionaldehyde, chloral hydrate, diethylstilboestrol and p-nitrobenzaldehyde (modifiers).

Application

4-Nitrophenyl trimethylacetate was used as sensitive probe to study the catalytic activity of carboxypeptidase Y.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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T M Kitson
The Biochemical journal, 257(2), 573-578 (1989-01-15)
The effects of modifiers (NAD+, NADH, propionaldehyde, chloral hydrate, diethylstilboestrol and p-nitrobenzaldehyde) on the hydrolysis of p-nitrophenyl (PNP) pivalate (PNP trimethylacetate) catalysed by cytoplasmic aldehyde dehydrogenase are reported. In each case a different inhibition pattern is obtained to that observed
Studies of the esterase activity of cytosolic aldehyde dehydrogenase using sterically hindered and cyclic substrates.
K E Kitson et al.
Advances in experimental medicine and biology, 372, 45-52 (1995-01-01)
The trimethylacetyl-transglutaminase complex.
J E Folk
Methods in enzymology, 87, 36-42 (1982-01-01)
H C Margolis et al.
The Journal of biological chemistry, 253(21), 7891-7897 (1978-11-10)
In the course of our further investigation of the active site titration of carboxypeptidase Y, using 4-nitrophenyl trimethylacetate, we have found that carboxypeptidase Y can be isolated in different molecular forms. Carboxypeptidase Y obtained from Fleischmann baker's yeast has a
Huida Wan et al.
Autophagy, 16(3), 531-547 (2019-06-18)
Mutations in the macroautophagy/autophagy gene WDR45 cause β-propeller protein-associated neurodegeneration (BPAN); however the molecular and cellular mechanism of the disease process is largely unknown. Here we generated constitutive wdr45 knockout (KO) mice that displayed cognitive impairments, abnormal synaptic transmission and

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