Literature DB >> 23349553

Efficient, Low-Cost Synthesis of Retinal (Vitamin A Aldehyde).

Damian P Hruszkewycz1, Kathryn R Cavanaugh, Kathryn T Takamura, Lora M Wayman, Robert W Curley.   

Abstract

Inexpensive retinyl acetate has been subjected to transesterification followed by allylic oxidation to give retinal in 98% yield as a 92:8 mixture of all-trans/13-cis isomers after chromatographic separation. More convenient methods of isolating the all-trans isomer have also been employed.

Entities:  

Year:  2011        PMID： 23349553      PMCID： PMC3551272          DOI： 10.1055/s-0030-1260055

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN： 0039-7881            Impact factor:   3.157


  5 in total

1.  Wavelength dependency of the rate of iodine catalyzed photoisomerization of retinol and retinal.

Authors:  N R Baumgartner; P E Blatz
Journal:  Photochem Photobiol       Date:  1991-11       Impact factor: 3.421

2.  Synthesis and preliminary chemotherapeutic evaluation of the fully C-linked glucuronide of N-(4-hydroxyphenyl)retinamide.

Authors:  Joel R Walker; Galal Alshafie; Nirca Nieves; Jamie Ahrens; Margaret Clagett-Dame; Hussein Abou-Issa; Robert W Curley
Journal:  Bioorg Med Chem       Date:  2006-01-10       Impact factor: 3.641

3.  The synthesis from vitamin A1 of retinene 1 and of a new 545 m-mu chromogen yielding light-sensitive products.

Authors:  G WALD
Journal:  J Gen Physiol       Date:  1948-07-20       Impact factor: 4.086

4.  N-(4-Hydroxyphenyl)retinamide, a new retinoid for prevention of breast cancer in the rat.

Authors:  R C Moon; H J Thompson; P J Becci; C J Grubbs; R J Gander; D L Newton; J M Smith; S L Phillips; W R Henderson; L T Mullen; C C Brown; M B Sporn
Journal:  Cancer Res       Date:  1979-04       Impact factor: 12.701

5.  Retinaldehyde represses adipogenesis and diet-induced obesity.

Authors:  Ouliana Ziouzenkova; Gabriela Orasanu; Molly Sharlach; Taro E Akiyama; Joel P Berger; Jason Viereck; James A Hamilton; Guangwen Tang; Gregory G Dolnikowski; Silke Vogel; Gregg Duester; Jorge Plutzky
Journal:  Nat Med       Date:  2007-05-27       Impact factor: 53.440
  5 in total
  1 in total

1.  Improved Synthesis of the C-Glucuronide/Glycoside of 4-Hydroxybenzylretinone (4-HBR).

Authors:  Kathryn R Cavanaugh; Sureshbabu Narayanasamy; Joel R Walker; Margaret Clagett-Dame; Robert W Curley
Journal:  J Carbohydr Chem       Date:  2016-10-13       Impact factor: 1.667
  1 in total

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