Literature DB >> 1866381

Lipophilic peptides: synthesis of lauroyl thyrotropin-releasing hormone and its biological activity.

S Muranishi1, A Sakai, K Yamada, M Murakami, K Takada, Y Kiso.   

Abstract

Thyrotropin-releasing hormone (TRH) was derivatized by chemical attachment of lauric acid to the N-terminal pyroglutamyl group. The product was confirmed to be more lipophilic than TRH by high-performance liquid chromatography and measurement of partition coefficients. The central nervous system activity and endocrine activity of the lauroyl derivative were only slightly reduced, to 81 and 64% of the parent TRH, respectively. Lipophilic derivatization may be generally applicable to transmembrane delivery of peptides.

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Year:  1991        PMID： 1866381     DOI： 10.1023/a:1015869126771

Source DB:  PubMed          Journal:  Pharm Res        ISSN： 0724-8741            Impact factor:   4.200


  9 in total

1.  Preparation of iodine-131 labelled human growth hormone of high specific activity.

Authors:  W M HUNTER; F C GREENWOOD
Journal:  Nature       Date:  1962-05-05       Impact factor: 49.962

2.  Synthesis of palmitoyl derivatives of insulin and their biological activities.

Authors:  M Hashimoto; K Takada; Y Kiso; S Muranishi
Journal:  Pharm Res       Date:  1989-02       Impact factor: 4.200

3.  Synthesis and pharmacology of TRH analogs to separate central nervous action from endocrine activity.

Authors:  N Fukuda; O Nishimura; M Shikata; C Hatanaka; M Miyamoto; Y Saji; R Nakayama; M Fujino; Y Nagawa
Journal:  Chem Pharm Bull (Tokyo)       Date:  1980-06       Impact factor: 1.645

4.  Radioimmunoassay: a method for human chorionic gonadotropin and human luteinizing hormone.

Authors:  A R Midgley
Journal:  Endocrinology       Date:  1966-07       Impact factor: 4.736

5.  Intestinal absorption mechanisms of thyrotropin-releasing hormone.

Authors:  S Yokohama; T Yoshioka; K Yamashita; N Kitamori
Journal:  J Pharmacobiodyn       Date:  1984-07

6.  Use of esters of N-hydroxysuccinimide in the synthesis of N-acylamino acids.

Authors:  Y Lapidot; S Rappoport; Y Wolman
Journal:  J Lipid Res       Date:  1967-03       Impact factor: 5.922

7.  Intestinal lymphatic absorption of cyclosporin A following oral administration in an olive oil solution in rats.

Authors:  C T Ueda; M Lemaire; G Gsell; K Nussbaumer
Journal:  Biopharm Drug Dispos       Date:  1983 Apr-Jun       Impact factor: 1.627

8.  Synthesis of thyrotropin-releasing hormone analogues with selective central nervous system effects.

Authors:  R F Nutt; F W Holly; C Homnick; R Hirschmann; D F Veber; B H Arison
Journal:  J Med Chem       Date:  1981-06       Impact factor: 7.446

9.  Promotion of the selective lymphatic delivery of cyclosporin A by lipid-surfactant mixed micelles.

Authors:  K Takada; N Shibata; H Yoshimura; Y Masuda; H Yoshikawa; S Muranishi; T Oka
Journal:  J Pharmacobiodyn       Date:  1985-04
  9 in total
  5 in total

1.  Preparation, purification, and characterization of a reversibly lipidized desmopressin with potentiated anti-diuretic activity.

Authors:  J Wang; D Shen; W C Shen
Journal:  Pharm Res       Date:  1999-11       Impact factor: 4.200

2.  Comparison of pharmacokinetic parameters of a polypeptide, the Bowman-Birk protease inhibitor (BBI), and its palmitic acid conjugate.

Authors:  L Honeycutt; J Wang; H Ekrami; W C Shen
Journal:  Pharm Res       Date:  1996-09       Impact factor: 4.200

3.  Development of new lipophilic derivatives of tetragastrin: physicochemical characteristics and intestinal absorption of acyl-tetragastrin derivatives in rats.

Authors:  T Tenma; E Yodoya; S Tashima; T Fujita; M Murakami; A Yamamoto; S Muranishi
Journal:  Pharm Res       Date:  1993-10       Impact factor: 4.200

4.  Stability of acyl derivatives of insulin in the small intestine: relative importance of insulin association characteristics in aqueous solution.

Authors:  H Asada; T Douen; Y Mizokoshi; T Fujita; M Murakami; A Yamamoto; S Muranishi
Journal:  Pharm Res       Date:  1994-08       Impact factor: 4.200

Review 5.  Peptide Lipidation - A Synthetic Strategy to Afford Peptide Based Therapeutics.

Authors:  Renata Kowalczyk; Paul W R Harris; Geoffrey M Williams; Sung-Hyun Yang; Margaret A Brimble
Journal:  Adv Exp Med Biol       Date:  2017       Impact factor: 2.622
  5 in total

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