1-Naphthalenealanine
1-Naphthalenealanine structure
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Common Name | 1-Naphthalenealanine | ||
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| CAS Number | 28095-56-9 | Molecular Weight | 215.248 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 412.3±33.0 °C at 760 mmHg | |
| Molecular Formula | C13H13NO2 | Melting Point | 239℃ | |
| MSDS | Chinese USA | Flash Point | 203.2±25.4 °C | |
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Synthesis and characterization of more potent analogues of hirudin fragment 1-47 containing non-natural amino acids.
Biochemistry 37(39) , 13507-15, (1998) Hirudin is the most potent and specific inhibitor of thrombin, a key enzyme in the coagulation process existing in equilibrium between its procoagulant (fast) and anticoagulant (slow) form. In a previous study, we described the solid-phase synthesis of a Trp3... |
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The A14 position of insulin tolerates considerable structural alterations with modest effects on the biological behavior of the hormone.
J. Protein Chem. 11(5) , 571-7, (1992) As part of our aim to investigate the contribution of the tyrosine residue found in the 14 position of the A-chain to the biological activity of insulin, we have synthesized six insulin analogues in which the A14 Tyr has been substituted by a variety of amino... |
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Adding L-3-(2-Naphthyl)alanine to the genetic code of E. coli.
J. Am. Chem. Soc. 124 , 1836-1837, (2002) An unnatural amino acid, L-3-(2-naphthyl)alanine, has been site-specifically incorporated into proteins in Escherichia coli. An orthogonal aminoacyl-tRNA synthetase was evolved that uniquely aminoacylates the unnatural amino acid onto an orthogonal amber supp... |
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Conformational analyses of cyclic hexapeptide analogs of somatostatin containing arylalkyl peptoid and naphthylalanine residues.
J. Pept. Sci. 5(4) , 161-75, (1999) We report the conformational analysis by 1H-NMR in DMSO and computer simulations involving distance geometry and molecular dynamics simulations of peptoid analogs of the cyclic hexapeptide c-[Phe11-Pro6-Phe7-D-Trp8-Lys9-Thr10] L-363,301 (the numbering refers ... |
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Synthesis and binding properties of cyclohexapeptide somatostatin analogs containing naphthylalanine and arylalkyl peptoid residues.
J. Pept. Sci. 5(3) , 113-30, (1999) We report the synthesis, binding affinities to the recombinant human somatostatin receptors, and structure-activity relationship studies of compounds related to the cyclic hexapeptide, c-[Pro6-Phe7-D-Trp8Lys9-Thr10-Phe11], L-363,301 (the numbering in the sequ... |
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The conformation of linear gramicidin is sequence dependent. A monolayer and infrared study.
Eur. Biophys. J. 22(6) , 447-52, (1994) A comparative monolayer and infrared study of analogues of gramicidin A containing either tyrosines or naphthylalanines instead of tryptophans indicates that the nature of the aromatic residues influences the favoured conformation of the peptides. Polar resid... |
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Changes in the rat sleep-wake cycle produced by D,L-beta-(1-naphthyl)alanine, a tryptophan analog.
Neurosci. Lett. 93(2-3) , 287-93, (1988) The effects of i.p. injections of D,L-beta-(1-naphthyl)alanine, a synthetic analog of tryptophan were tested on the rat sleep-waking cycle. Administration of 30, 60 and 120 mg/kg resulted in a significant increase in slow-wave sleep (SWS) and a decrease in pa... |
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Highly potent antidiuretic antagonists: conformational studies of vasopressin analogues modified with 1-naphthylalanine enantiomers at position 2.
Chem. Biol. Drug Des. 79(6) , 1033-42, (2012) In this paper, we investigated the structure-activity relationship of two vasopressin analogues, [Cpa(1),(L-1-Nal)(2) ]AVP (I) and [Cpa(1),(D-Nal)(2) ]AVP (II) by NMR spectroscopy and molecular modeling. Both peptides exhibit antioxytocic and antipressor pote... |
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Asymmetric synthesis of L-azetidine-2-carboxylic acid and 3-substituted congeners--conformationally constrained analogs of phenylalanine, naphthylalanine, and leucine.
Bioorg. Med. Chem. Lett. 9(10) , 1437-42, (1999) Enantiopure L-azetidine-2-carboxylic acid, the (3R)-phenyl, (3R)-naphthyl and (3S)-isopropyl analogs were prepared based on a zinc-mediated asymmetric addition of allylic halides to the camphor sultam derivative of glyoxylic acid O-benzyl oxime. |
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Novel endomorphin-2 analogs with mu-opioid receptor antagonist activity.
J. Pept. Res. 66(3) , 125-31, (2005) A series of position 4-substituted endomorphin-2 (Tyr-Pro-Phe-Phe-NH2) analogs containing 3-(1-naphthyl)-alanine (1-Nal) or 3-(2-naphthyl)-alanine (2-Nal) in L- or D-configuration, was synthesized. The opioid activity profiles of these peptides were determine... |