cholesterol biosynthesis III (via desmosterol)

Megha, Bakht O, London E. Cholesterol precursors stabilize ordinary and ceramide-rich ordered lipid domains (lipid rafts) to different degrees. Implications for the Bloch hypothesis and sterol biosynthesis disorders. J Biol Chem. 2006 Aug 04;281(31):21903–13. doi: 10.1074/jbc.m600395200. PMID: 16735517.; Mo C, Valachovic M, Randall SK, Nickels JT, Bard M. Protein-protein interactions among C-4 demethylation enzymes involved in yeast sterol biosynthesis. Proc Natl Acad Sci U S A. 2002 Jul 23;99(15):9739–44. PMID: 12119386; PMCID: PMC124998.; Waterham HR, Koster J, Romeijn GJ, Hennekam RCM, Vreken P, Andersson HC, FitzPatrick DR, Kelley RI, Wanders RJA. Mutations in the 3ß-Hydroxysterol ?24-Reductase Gene Cause Desmosterolosis, an Autosomal Recessive Disorder of Cholesterol Biosynthesis. The American Journal of Human Genetics. 2001 Oct;69(4):685–94. doi: 10.1086/323473.; Bae SH, Paik YK. Cholesterol biosynthesis from lanosterol: development of a novel assay method and characterization of rat liver microsomal lanosterol delta 24-reductase. Biochem J. 1997 Sep 01;326 ( Pt 2)():609–16. PMID: 9291139; PMCID: PMC1218712.

Metabolites

(S)-2,3-Epoxysqualene

Formula: C30H50O (426.386145)

CAS ID: 54910-48-4

7-Dehydrodesmosterol

Formula: C27H42O (382.3235482)

CAS ID: 1715-86-2

Cholesterol

Formula: C27H46O (386.3548466)

CAS ID: 57-88-5

CO2

Formula: CO2 (43.98983)

CAS ID: 124-38-9

Desmosterol

Formula: C27H44O (384.3391974)

CAS ID: 313-04-2

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Lanosterol

Formula: C30H50O (426.386145)

CAS ID: 79-63-0

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Selenite

Formula: SeO3 (127.901266)

CAS ID: 14124-67-5

Squalene

Formula: C30H50 (410.39123)

CAS ID: 111-02-4

Zymosterol

Formula: C27H44O (384.3391974)

CAS ID: 128-33-6

Zymosterone

Formula: C27H42O (382.3235482)

CAS ID: 27192-37-6

formate

Formula: CHO2 (44.997654600000004)

CAS ID: 71-47-6

32-Hydroxylanosterol

Formula: C30H50O2 (442.38106)

CAS ID: 111420-56-5

tellurite

Formula: O3Te (177.890974)

CAS ID: 15852-22-9

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.1.1.170 3beta-hydroxysteroid-4alpha-carboxylate 3-dehydrogenase (decarboxylating) 3beta-hydroxysteroid-4alpha-carboxylate:NAD(P)+ 3-oxidoreductase (decarboxylating)
1.1.1.210 3beta(or 20alpha)-hydroxysteroid dehydrogenase 3beta(or 20alpha)-hydroxysteroid:NADP+ oxidoreductase
1.1.1.270 3beta-hydroxysteroid 3-dehydrogenase 3beta-hydroxysteroid:NADP+ 3-oxidoreductase
1.1.1.62 17beta-estradiol 17-dehydrogenase 17beta-estradiol:NAD(P)+ 17-oxidoreductase
1.14.14.17 squalene monooxygenase squalene,NADPH-hemoprotein:oxygen oxidoreductase (2,3-epoxidizing
1.14.19.20 DELTA7-sterol 5(6)-desaturase DELTA7-sterol,ferrocytochrome b5:oxygen oxidoreductase 5,6-dehydrogenating
1.3.1.21 7-dehydrocholesterol reductase cholesterol:NADP+ DELTA7-oxidoreductase
1.3.1.70 DELTA14-sterol reductase 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol:NADP+ DELTA14-oxidoreductase
2.5.1.21 squalene synthase (2E,6E)-farnesyl-diphosphate:(2E,6E)-farnesyl-diphosphate farnesyltransferase
3.3.2.11 cholesterol-5,6-oxide hydrolase 5,6alpha-epoxy-5alpha-cholestan-3beta-ol hydrolase
5.3.3.5 cholestenol DELTA-isomerase DELTA7-Cholestenol DELTA7-DELTA8-isomerase
5.4.99.7 Lanosterol synthase (S)-2,3-Epoxysqualene mutase (cyclizing, lanosterol-forming)


Proteins

Protein ID name full name