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103241

Sigma-Aldrich

4-Methoxy-1-naphthaldehyde

99%

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About This Item

Linear Formula:
CH3OC10H6CHO
CAS Number:
15971-29-6
Molecular Weight:
186.21
EC Number:
240-109-2
MDL number:
MFCD00004006
UNSPSC Code:
12352100
PubChem Substance ID:
24846600
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

103241-50G:
103241-10G:
103241-1G:
103241-BULK:
103241-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5424V
1432294
01425MH
10007TE
09907TE

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Lech Chrostek et al.
Digestive diseases and sciences, 48(7), 1230-1233 (2003-07-23)
Ethanol metabolism in the pancreas occurs predominantly by way of an nonoxidative pathway to fatty acid ethyl esters but oxidative routes to acetaldehyde also may contribute to injury of pancreatic cells. Three metabolic systems are responsible for the oxidative metabolism
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
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
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
L Chrostek et al.
Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie, 53(1), 77-80 (2001-05-24)
The effect of methanol poisoning of rats on the hepatic activities of enzymes metabolizing alcohols was evaluated. The activities of alcohol (ADH) and aldehyde dehydrogenase (ALDH) in the liver of rats dosed with 1.5 and 3 g of methanol/kg b.w.
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