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Key Documents

103241

Sigma-Aldrich

4-Methoxy-1-naphthaldehyde

99%

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About This Item

Linear Formula:
CH3OC10H6CHO
CAS Number:
Molecular Weight:
186.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

bp

212 °C/40 mmHg (lit.)

mp

35-36 °C (lit.)

SMILES string

COc1ccc(C=O)c2ccccc12

InChI

1S/C12H10O2/c1-14-12-7-6-9(8-13)10-4-2-3-5-11(10)12/h2-8H,1H3

InChI key

MVXMNHYVCLMLDD-UHFFFAOYSA-N

Application

4-Methoxy-1-naphthaldehyde was used in fluorometric enzymatic assay for determination of activity of class I and II alcohol dehydrogenase isoenzymes in human pancreas and in human liver homogenates.

Biochem/physiol Actions

4-Methoxy-1-naphthaldehyde is fluorogenic substrate for human alcohol dehydrogenase (ADH).

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)

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Lech Chrostek et al.
Journal of clinical laboratory analysis, 17(3), 93-96 (2003-04-16)
Alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH), which are most abundant in the liver, are the main enzymes involved in ethanol metabolism in humans. Gender-related differences in total liver ADH and ALDH activity among different animal species have been observed
Jayaraman Jayabharathi et al.
Journal of fluorescence, 26(1), 307-316 (2015-11-21)
Efficient hole transport materials based on novel fused methoxynaphthyl phenanthrimidazole core structure were synthesised and characterized. Their device performances in phosphorescent organic light emitting diodes were investigated. The high thermal stability in combination with the reversible oxidation process made promising
L Chrostek et al.
Clinical chemistry and laboratory medicine, 38(5), 409-412 (2000-08-22)
We have measured the activity of class I and II alcohol dehydrogenase isoenzymes in the sera of patients with liver tumours, using class-specific fluorogenic naphthaldehydes as substrates. The activity of the tested isoenzymes was unchanged in primary tumours and significantly
J Wierzchowski et al.
Analytical chemistry, 64(2), 181-186 (1992-01-15)
Both class I and class II alcohol dehydrogenase (ADH) activities are present in human serum. The contribution of each class can be measured using two class-specific, fluorogenic substrates, 4-methoxy-1-naphthaldehyde and 6-methoxy-2-naphthaldehyde. The former is highly selective for class I isozymes
J Wierzchowski et al.
Analytical biochemistry, 178(1), 57-62 (1989-04-01)
Two new fluorogenic substrates for human alcohol dehydrogenase (ADH), 4-methoxy-1-naphthaldehyde (IA) and 6-methoxy-2-napthaldehyde (IIA), are described. The 2-naphthaldehyde derivative fluoresces in aqueous media with a quantum yield of 0.22 with an emission maximum at 450 nm, but the 1-naphthaldehyde shows

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