Literature DB >> 16252921

Retinoylserine and retinoylalanine, natural products of the moth Trichoplusia ni.

Barbara Rogge1, Yasuhiro Itagaki, Nathan Fishkin, Ester Levi, Ralph Rühl, San-San Yi, Koji Nakanishi, Ulrich Hammerling.   

Abstract

Insect cells convert vitamin A into a number of retinoids that are evolutionarily conserved with those of mammalian cells. However, insect cells also produce additional natural retinoids. Namely, two retinoic acid peptides, N-trans-retinoylserine (1) and N-trans-retinoylalanine (2), have been isolated from a cell line of the common cabbage looper, Trichoplusia ni. These are the first examples of naturally occurring retinoic acid linked to amino acids through an amide bond; the amino acid moieties are depicted in the more common l-configuration, although the absolute configuration was not determined due to the minuscule sample amount.

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Year:  2005        PMID: 16252921      PMCID: PMC2532592          DOI: 10.1021/np0496791

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  16 in total

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Authors:  M Petkovich; N J Brand; A Krust; P Chambon
Journal:  Nature       Date:  1987 Dec 3-9       Impact factor: 49.962

2.  N-(Retinoyl)amino acids. Synthesis and chemopreventive activity in vitro.

Authors:  Y F Shealy; J L Frye; L J Schiff
Journal:  J Med Chem       Date:  1988-01       Impact factor: 7.446

3.  Molecular basis of visual excitation.

Authors:  G Wald
Journal:  Science       Date:  1968-10-11       Impact factor: 47.728

Review 4.  Zinc fingers: gilt by association.

Authors:  R M Evans; S M Hollenberg
Journal:  Cell       Date:  1988-01-15       Impact factor: 41.582

5.  Activation of c-Raf kinase by ultraviolet light. Regulation by retinoids.

Authors:  Beatrice Hoyos; Asiya Imam; Irina Korichneva; Ester Levi; Ramon Chua; Ulrich Hammerling
Journal:  J Biol Chem       Date:  2002-04-23       Impact factor: 5.157

Review 6.  The effect of vitamin A (retinoids) on pattern formation implies a uniformity of developmental mechanisms throughout the animal kingdom.

Authors:  M Maden
Journal:  Acta Biotheor       Date:  1993-12       Impact factor: 1.774

7.  Anhydroretinol: a naturally occurring inhibitor of lymphocyte physiology.

Authors:  J Buck; F Grün; F Derguini; Y Chen; S Kimura; N Noy; U Hämmerling
Journal:  J Exp Med       Date:  1993-08-01       Impact factor: 14.307

8.  Reversal by retinoids of keratinization induced by benzo[alpha]pyrene in normal hamster tracheal explants: comparison with the assay involving organ culture of tracheas from vitamin A-deficient hamsters.

Authors:  J J Wille; D P Chopra
Journal:  Cancer Lett       Date:  1988-06-30       Impact factor: 8.679

9.  Liquid-chromatographic assay for retinol (vitamin A) and retinol analogs in therapeutic trials.

Authors:  S W McClean; M E Ruddel; E G Gross; J J DeGiovanna; G L Peck
Journal:  Clin Chem       Date:  1982-04       Impact factor: 8.327

10.  Intracellular signaling by 14-hydroxy-4,14-retro-retinol.

Authors:  J Buck; F Derguini; E Levi; K Nakanishi; U Hämmerling
Journal:  Science       Date:  1991-12-13       Impact factor: 47.728

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