Structure-activity studies of allatostatin 4 on the inhibition of juvenile hormone biosynthesis by corpora allata: The importance of individual side chains and stereochemistry

Hayes, Timothy K.; Guan, Xuechen; Johnson, Victoria; Strey, Allison; Tobe, Stephen S.

doi:10.1016/0196-9781(94)90138-4

Cited by 48 publications

(39 citation statements)

References 15 publications

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“…The occurrence of Trp at position 2, which is a common feature of all B allatostatins and of Lom-MIP, might indicate the importance of this residue with regard to the biological activity of these peptides. The information about the bioactivity therefore might be encoded not only in the C-terminal region, as shown for the Tyr-Xaa-Phe-Gly-Leu-NH 2 allatostatin family (3,24).…”

Section: Discussionmentioning

confidence: 99%

A Family of Neuropeptides That Inhibit Juvenile Hormone Biosynthesis in the Cricket, Gryllus bimaculatus

Lorenz

Kellner

Hoffmann

1995

Journal of Biological Chemistry

186

101

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Four nonapeptides that inhibit juvenile hormone synthesis have been isolated by four high performance liquid chromatographic steps from extracts of the brain of the field cricket, Gryllus bimaculatus. The primary structures of these peptides were assigned by Edman degradation and mass spectrometry as Gly-Trp-Gln-AspLeu-Asn-Gly-Gly-Trp-NH 2 (Grb-AST B1), Gly-Trp-ArgAsp-Leu-Asn-Gly-Gly-Trp-NH 2 (Grb-AST B2), Ala-TrpArg-Asp-Leu-Ser-Gly-Gly-Trp-NH 2 (Grb-AST B3), and Ala-Trp-Glu-Arg-Phe-His-Gly-Ser-Trp-NH 2 (Grb-AST B4). Each of the peptides shows high sequence similarity to the locustamyoinhibiting peptide (Lom-MIP), but is structurally different from all the allatostatins so far identified. The synthetic allatostatins Grb-AST B1-4 are potent inhibitors (50% inhibition at 10 ؊8 to 7 ؋ 10 ؊8 M) of juvenile hormone III biosynthesis by corpora allata from 3-day-old virgin females of G. bimaculatus using an in vitro bioassay. At 10 ؊7 M, Grb-AST B1 also strongly inhibits juvenile hormone III biosynthesis by corpora allata from 2-day-old adult males and 1-day-old (males and females) and 4-day-old (females) last instar larvae of G. bimaculatus. The inhibitory effect of Grb-AST B1 was also evident on corpora allata from a related species, Acheta domesticus. Inhibition of juvenile hormone synthesis by Grb-AST B1-4 is reversible.

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Section: Discussionmentioning

confidence: 99%

A Family of Neuropeptides That Inhibit Juvenile Hormone Biosynthesis in the Cricket, Gryllus bimaculatus

Lorenz

Kellner

Hoffmann

1995

Journal of Biological Chemistry

186

101

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“…Earlier structure-activity studies have shown that the Cterminal core region is responsible for binding to the ASTs receptors [2,13,14], and suggested that a turn involving XFGL could represent an "active conformation", on the basis of secondary structure predictions and energy minimization techniques [7]. Nachman et al [15,16] synthesized five AST analogs (analog 2, 3, 4a, 4b and AST(b)2) incorporating turn-promoting pseudopeptide moieties in the C-terminal region that exhibited a ␤-turn which may be the "active conformation".…”

Section: Introductionmentioning

confidence: 99%

“…These peptides are characterized by their common C-terminal pentapeptide Y/FXFGLa (X = A, N, G, S) moiety which appears to function as the critical message sequence of the peptides [7], with structural diversity conferred at the N-terminus [6].…”

Section: Introductionmentioning

confidence: 99%

Probing the active conformation of FGLamide allatostatin analogs with N-terminal modifications using NMR spectroscopy and molecular modeling

Xie

Zhang

et al. 2015

Peptides

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“…Earlier structure-activity studies showed that the Cterminal pentapeptide segment within the cockroach-type ASTs is responsible for binding to the allatostatin receptors [4,14]. To clarify the mechanism and specificity of action of the Dippu-AST 8 neuropeptide, we thought that information on the detailed spatial structure and conformational dynamics of the Dippu-AST 8 neuropeptide should be applied.…”

Section: Introductionmentioning

confidence: 99%

Conformational Features of the Dippu-AST 8 Neuropeptide from the Cockroach Diploptera punctata

Alieva¹,

Велиева²,

Musayev³

et al. 2006

PPL

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Spatial structure and conformational properties of the Dippu-AST 8 (allatostatin III) neuropeptide have been investigated by the molecular mechanics method. The conformational energy and geometrical parameters corresponding to the low-energy states of the molecule are obtained. A single backbone conformation with a very restricted set of Ser 3, Phe 4 and Leu 9 amino acids positions is observed for Dippu-AST 8 neuropeptide.

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Structure-activity studies of allatostatin 4 on the inhibition of juvenile hormone biosynthesis by corpora allata: The importance of individual side chains and stereochemistry

Cited by 48 publications

References 15 publications

A Family of Neuropeptides That Inhibit Juvenile Hormone Biosynthesis in the Cricket, Gryllus bimaculatus

A Family of Neuropeptides That Inhibit Juvenile Hormone Biosynthesis in the Cricket, Gryllus bimaculatus

Probing the active conformation of FGLamide allatostatin analogs with N-terminal modifications using NMR spectroscopy and molecular modeling

Conformational Features of the Dippu-AST 8 Neuropeptide from the Cockroach Diploptera punctata

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