The canonical retinoid cycle in rods (twilight vision)

von Lintig J. Metabolism of Carotenoids and Retinoids Related to Vision. Journal of Biological Chemistry. 2012 Jan;287(3):1627–34. doi: 10.1074/jbc.r111.303990.; D'Ambrosio DN, Clugston RD, Blaner WS. Vitamin A metabolism: an update. Nutrients. 2011 Jan;3(1):63–103. PMID: 21350678; PMCID: PMC3042718.; von Lintig J, Kiser PD, Golczak M, Palczewski K. The biochemical and structural basis for trans-to-cis isomerization of retinoids in the chemistry of vision. Trends in Biochemical Sciences. 2010 Jul;35(7):400–10. doi: 10.1016/j.tibs.2010.01.005.; Blomhoff R, Blomhoff HK. Overview of retinoid metabolism and function. J Neurobiol. 2006 Jun;66(7):606–30. doi: 10.1002/neu.20242. PMID: 16688755.

Metabolites

11-cis-Retinal

Formula: C20H28O (284.2140038)

CAS ID: 564-87-4

11-cis-Retinol

Formula: C20H30O (286.229653)

CAS ID: 22737-96-8

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Retinal

Formula: C20H28O (284.2140038)

CAS ID: 116-31-4

Retinol

Formula: C20H30O (286.229653)

CAS ID: 68-26-8

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9

ADP(3-)

Formula: C10H12N5O10P2 (424.0059412)

CAS ID:

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.1.1.300 NADP-retinol dehydrogenase retinol:NADP+ oxidoreductase
1.14.14.79 docosahexaenoic acid omega-hydroxylase docosahexaenoate,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (22-hydroxydocosahexaenoate forming)
1.14.14.80 long-chain fatty acid omega-monooxygenase long-chain fatty acid,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (omega-hydroxylating)
2.3.1.135 phosphatidylcholine-retinol O-acyltransferase phosphatidylcholine:retinol---[cellular-retinol-binding-protein] O-acyltransferase
3.1.1.64 retinoid isomerohydrolase all-trans-retinyl ester acylhydrolase, 11-cis retinol forming
5.3.3.22 lutein isomerase lutein DELTA4-DELTA5-isomerase
7.6.2.1 P-type phospholipid transporter ATP phosphohydrolase (P-type, phospholipid-flipping)


Proteins

Protein ID name full name