Literature DB >> 3494246

Isomerization of all-trans-retinoids to 11-cis-retinoids in vitro.

P S Bernstein, W C Law, R R Rando.   

Abstract

The key biochemical process of the vertebrate visual cycle required for rhodopsin regeneration, 11-cis-retinoid production from all-trans-retinoids, is shown to occur in vitro. A 600 X g supernatant from a frog retina/pigment epithelium homogenate transforms added all-trans-[3H]retinol, in a time-dependent fashion, to a mixture of 11-cis-retinol, 11-cis-retinal, and 11-cis-retinyl palmitate. 13-cis-Retinoids are formed in only minor amounts by nonspecific processes. Studies using washed particulate fractions of the 600 X g supernatant indicate that all-trans-[3H]retinol is isomerized to 11-cis-retinoids much more effectively than is all-trans-[3H]retinal or all-trans-[3H]retinyl palmitate. The 11-cis-retinoid biosynthetic activity is heat-labile, sedimentable by high-speed centrifugation, and largely found in the pigment epithelium rather than in the neural retina.

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Year:  1987        PMID: 3494246      PMCID: PMC304538          DOI: 10.1073/pnas.84.7.1849

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  23 in total

1.  Biochemical aspects of the visual process. XIX. Formation of isorhodopsin from photolyzed rhodopsin by bacterial action.

Authors:  J P Rotmans; F J Daemen; S L Bonting
Journal:  Biochim Biophys Acta       Date:  1972-06-23

2.  Site of attachment of retinal in rhodopsin.

Authors:  D Bownds
Journal:  Nature       Date:  1967-12-23       Impact factor: 49.962

3.  Studies on a missing reaction in the visual cycle.

Authors:  S Amer; M Akhtar
Journal:  Nat New Biol       Date:  1972-06-28

4.  9-Cis isomerization of all-trans retinal during in vitro regeneration of visual pigment.

Authors:  I A Ostapenko; V V Furayev
Journal:  Nat New Biol       Date:  1973-06-06

5.  Cis-trans isomers of vitamin A and retinene in the rhodopsin system.

Authors:  R HUBBARD; G WALD
Journal:  J Gen Physiol       Date:  1952-11       Impact factor: 4.086

6.  Nonstereospecific biosynthesis of 11-cis-retinal in the eye.

Authors:  P S Bernstein; J R Lichtman; R R Rando
Journal:  Biochemistry       Date:  1985-01-15       Impact factor: 3.162

7.  Visual cycle in the mammalian eye. Retinoid-binding proteins and the distribution of 11-cis retinoids.

Authors:  C D Bridges; R A Alvarez; S L Fong; F Gonzalez-Fernandez; D M Lam; G I Liou
Journal:  Vision Res       Date:  1984       Impact factor: 1.886

8.  The specific inhibition of 11-cis-retinyl palmitate formation in the frog eye by diaminophenoxypentane, an inhibitor of rhodopsin regeneration.

Authors:  P S Bernstein; R R Rando
Journal:  Vision Res       Date:  1985       Impact factor: 1.886

9.  In vivo isomerization of all-trans- to 11-cis-retinoids in the eye occurs at the alcohol oxidation state.

Authors:  P S Bernstein; R R Rando
Journal:  Biochemistry       Date:  1986-10-21       Impact factor: 3.162

10.  Retinene isomerase.

Authors:  R HUBBARD
Journal:  J Gen Physiol       Date:  1956-07-20       Impact factor: 4.086

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  39 in total

Review 1.  The many different cellular functions of MYO7A in the retina.

Authors:  David S Williams; Vanda S Lopes
Journal:  Biochem Soc Trans       Date:  2011-10       Impact factor: 5.407

Review 2.  The retinal pigment epithelium in health and disease.

Authors:  J R Sparrow; D Hicks; C P Hamel
Journal:  Curr Mol Med       Date:  2010-12       Impact factor: 2.222

3.  Purified RPE65 shows isomerohydrolase activity after reassociation with a phospholipid membrane.

Authors:  Olga Nikolaeva; Yusuke Takahashi; Gennadiy Moiseyev; Jian-Xing Ma
Journal:  FEBS J       Date:  2009-04-20       Impact factor: 5.542

4.  Importance of membrane structural integrity for RPE65 retinoid isomerization activity.

Authors:  Marcin Golczak; Philip D Kiser; David T Lodowski; Akiko Maeda; Krzysztof Palczewski
Journal:  J Biol Chem       Date:  2010-01-25       Impact factor: 5.157

5.  Disruption of the 11-cis-retinol dehydrogenase gene leads to accumulation of cis-retinols and cis-retinyl esters.

Authors:  C A Driessen; H J Winkens; K Hoffmann; L D Kuhlmann; B P Janssen; A H Van Vugt; J P Van Hooser; B E Wieringa; A F Deutman; K Palczewski; K Ruether; J J Janssen
Journal:  Mol Cell Biol       Date:  2000-06       Impact factor: 4.272

6.  An alternative isomerohydrolase in the retinal Müller cells of a cone-dominant species.

Authors:  Yusuke Takahashi; Gennadiy Moiseyev; Ying Chen; Olga Nikolaeva; Jian-Xing Ma
Journal:  FEBS J       Date:  2011-07-01       Impact factor: 5.542

7.  Activity of human 11-cis-retinol dehydrogenase (Rdh5) with steroids and retinoids and expression of its mRNA in extra-ocular human tissue.

Authors:  J Wang; X Chai; U Eriksson; J L Napoli
Journal:  Biochem J       Date:  1999-02-15       Impact factor: 3.857

8.  Isomerization of 11-cis-retinoids to all-trans-retinoids in vitro and in vivo.

Authors:  J K McBee; J P Van Hooser; G F Jang; K Palczewski
Journal:  J Biol Chem       Date:  2001-10-16       Impact factor: 5.157

9.  Synthesis of retinoids by human retinal epithelium and transfer to rod outer segments.

Authors:  S R Das; N Bhardwaj; P Gouras
Journal:  Biochem J       Date:  1990-05-15       Impact factor: 3.857

10.  Localizations of visual cycle components in retinal pigment epithelium.

Authors:  Jing Huang; Daniel E Possin; John C Saari
Journal:  Mol Vis       Date:  2009-01-26       Impact factor: 2.367

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