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Literature summary for 1.3.1.72 extracted from

  • Short, J.D.; Guo, D.A.; Svoboda, J.A.; Nes, W.D.
    Mechanistic and metabolic studies of sterol 24,25-double bond reduction in Manduca sexta (1996), Arch. Insect Biochem. Physiol., 31, 1-22.
No PubMed abstract available

Application

Application Comment Organism
agriculture inhibition of phytosterol metabolism to cholesterol by interfering with DELTA24-sterol reductase activity presents a unique target site that might be exploited further as a selective, biorational insect-control technology Manduca sexta

Inhibitors

Inhibitors Comment Organism Structure
24(R,S),25-epimino-lanosterol iminiolanosterol, IL, potent inhibitor, IC50: 0.002 mM Manduca sexta
25-Azacholesterol
-
Manduca sexta
azasteroids mechanism of inhibition Manduca sexta

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information kinetic data Manduca sexta
0.0026
-
5alpha-cholesta-5,24-dien-3beta-ol desmosterol Manduca sexta
0.018
-
4,4',14alpha-trimethyl-5alpha-cholesta-8,24-dien-3beta-ol lanosterol Manduca sexta
0.033
-
Cycloartenol
-
Manduca sexta

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome microsome-bound Manduca sexta
-
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
desmosterol + NADPH Manduca sexta 5alpha-cholesta-5,24-dien-3beta-ol cholesterol + NADP+
-
?
additional information Manduca sexta enzyme of phytosterol metabolism to cholesterol ?
-
?
additional information Manduca sexta reduction of 24,25-double bond ?
-
?
additional information Manduca sexta insects are unable to synthesize sterols de novo and acquire sterols from their diet or from symbionts, sterol 24,25-reductase is an important enzyme of the pathway for the transformation of sitosterol, 24alpha-ethylcholesterol, together with stigmasterol, 24alpha-ethylcholesta-5,22-dien-3beta-ol, the predominant phytosterol in tobacco, to cholesterol ?
-
?

Organism

Organism UniProt Comment Textmining
Bombyx mori
-
silkworm
-
Manduca sexta
-
tobacco hornworm
-

Purification (Commentary)

Purification (Comment) Organism
-
Manduca sexta

Reaction

Reaction Comment Organism Reaction ID
5alpha-cholest-7-en-3beta-ol + NADP+ = 5alpha-cholesta-7,24-dien-3beta-ol + NADPH + H+ mechanism Manduca sexta
5alpha-cholest-7-en-3beta-ol + NADP+ = 5alpha-cholesta-7,24-dien-3beta-ol + NADPH + H+ stereochemistry Bombyx mori
5alpha-cholest-7-en-3beta-ol + NADP+ = 5alpha-cholesta-7,24-dien-3beta-ol + NADPH + H+ stereochemistry Manduca sexta

Source Tissue

Source Tissue Comment Organism Textmining
larva
-
Manduca sexta
-
midgut
-
Manduca sexta
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [┬Ámol/min/mg] Specific Activity Maximum [┬Ámol/min/mg] Comment Organism
additional information
-
-
Manduca sexta

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5alpha-cholesta-7,24-dien-3beta-ol + NADPH
-
Manduca sexta 5alpha-cholesta-7-en-3beta-ol + NADP+ lathosterol ?
cycloartenol + NADPH + H+
-
Manduca sexta cycloartanol + NADP+
-
?
desmosterol + NADPH preferred, best substrate Manduca sexta cholesterol + NADP+
-
?
desmosterol + NADPH 5alpha-cholesta-5,24-dien-3beta-ol Bombyx mori cholesterol + NADP+
-
?
desmosterol + NADPH 5alpha-cholesta-5,24-dien-3beta-ol Manduca sexta cholesterol + NADP+
-
?
lanosterol + NADPH 4,4',14alpha-trimethyl-5alpha-cholesta-8,24-dien-3beta-ol Manduca sexta 4,4,14alpha-trimethyl-5alpha-cholesta-8-en-3beta-ol + NADP+
-
?
additional information substrate specificity Manduca sexta ?
-
?
additional information sterol 24,25-double bond reduction Bombyx mori ?
-
?
additional information sterol 24,25-double bond reduction Manduca sexta ?
-
?
additional information substrate specificity studies Manduca sexta ?
-
?
additional information enzyme of phytosterol metabolism to cholesterol Manduca sexta ?
-
?
additional information reduction of 24,25-double bond Manduca sexta ?
-
?
additional information insects are unable to synthesize sterols de novo and acquire sterols from their diet or from symbionts, sterol 24,25-reductase is an important enzyme of the pathway for the transformation of sitosterol, 24alpha-ethylcholesterol, together with stigmasterol, 24alpha-ethylcholesta-5,22-dien-3beta-ol, the predominant phytosterol in tobacco, to cholesterol Manduca sexta ?
-
?

Temperature Optimum [┬░C]

Temperature Optimum [┬░C] Temperature Optimum Maximum [┬░C] Comment Organism
37
-
assay at Manduca sexta

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Bombyx mori
NADPH NADPH-linked Manduca sexta

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.002
-
iminiolanosterol, IL, potent inhibitor, IC50: 0.002 mM Manduca sexta 24(R,S),25-epimino-lanosterol