Synthesis of poly-(L-azetidine-2-carboxylic acid)

Boni, R.; Verdini, A. S.

doi:10.1039/p19740002173

Cited by 7 publications

(3 citation statements)

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“…Received December 3,1974 ABSTRACT: The reactions of crotyl alcohol (CAL), croton aldehyde (CAD), crotonic acid (CAC), and crotonitrile (CNI) with free radicals (R') from redox reactions (HO•, H2N•, and H3C•) have been studied in aqueous solution using esr measurements with a flow system. As a rule two types of radicals were formed from the croton compounds (Ci-C2=C3-R): (A) radicals by addition of R' to C3, and (B) radicals by addition of R' to C2.…”

Section: Discussionmentioning

confidence: 99%

“…When the nonaromatic part of the side chains becomes more important, these interactions can still be observed for some polypeptides such as polyaspartic acid nitrobenzyl esters. 3 In polyglutamic acid esters, which contain one more methylene group in the side chains, these would be expected to be more flexible and thus to give rise to less optical activity due to the side-chain chromophores. However, it was recently shown that polyglutamic acid nitrobenzyl esters in solution also display optical activity in the side-chain absorption bands.…”

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confidence: 99%

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Side-Chain Interactions and Conformation in α-Helical Poly(γ-phenacyl L-glutamate). Aggregation in Dilute Solutions

Heitz¹,

Marchal²,

Spach³

1975

Macromolecules

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The behavior of alpha-helical poly(gamma-phenacyl L-glutamate) (PPLG) has been studied by hydrodynamic, optical rotation, dielectric, and nmr measurements in different solvents. Special attention has been paid to side-chain interactions which depend on the ease of solvation of the phenacyl chromophore. Thus, in hexafluoro-2-propanol the circular dichroism spectrum is very similar to that usually observed for an alpha helix, and hydrogen bonding was shown to occur between the solvent and phenacyl CO group. In other heliocogenic solvents, side chain-side chain interactions occur. In dimethylformamide and pyridine they give rise at low temperature and low concentrations to an aggregation phenomenon whose molecular mechanism implies a molecular weight dependent folding of the molecules. Models for the side-chain conformation are proposed for the polymer in the solid state on the basis of infrared dichroism.

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Section: Discussionmentioning

confidence: 99%

mentioning

confidence: 99%

Side-Chain Interactions and Conformation in α-Helical Poly(γ-phenacyl L-glutamate). Aggregation in Dilute Solutions

Heitz¹,

Marchal²,

Spach³

1975

Macromolecules

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“…The two fractions were combined and recrystallized from ethyl acetate/ n-hexane. 1 N-tertbutyloxycarbonyl-alanyl-azetidine-2-carbonyl-glycine-p-nitrophenyl Ester (Boc Ala-Aze-Gly-ONp). This compound was prepared by coupling 0.37 g (0.00138 mol) of Boc-Ala-Aze with 0.38 g (0.00138 mol) of HBr-Gly-ONp as before.…”

Section: N-tert-butyloxycarbonyl-prolyl-azetidine-2-carbonyl-prolinementioning

confidence: 99%

Synthesis of sequential polypeptides containing L‐azetidine‐2‐carboxylic acid residues

et al. 1975

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SynopsisThe synthesis and characterization of a series of sequential polypeptides with the repeating sequences Aze-Pro-Aze, Pro-Aze-Pro, Pro-Aze-Gly, Aze-Pro-Gly, Ala-Aze-Gly, Aze-Ala-Gly, and Pro-Pro-Gly are reported. The polymers were prepared by the active ester method, using the p-nitrophenyl, pentachlorophenyl, and N-hydroxysuccinimide esters as the polymerizable tripeptide derivatives. Except for poly(A1a-Aze-Gly) obtained via the N-hydroxysuccinimide ester, all polymers were isolated in good yields and have weight-average molecular weights in the range 10,000-30,000. The molecular weights have been determined by applying the calibrated gel chromatography system described by Fairweather e t al. [J. Chromatogr. (1972) 67, 1571 and by viscometry. All di-and tripeptide intermediates were chemically and optically pure.

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Azetidines

Moore

Ayers

1983

Chemistry of Heterocyclic Compounds: A Series of Monographs

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Synthesis of poly-(L-azetidine-2-carboxylic acid)

Cited by 7 publications

References 0 publications

Side-Chain Interactions and Conformation in α-Helical Poly(γ-phenacyl L-glutamate). Aggregation in Dilute Solutions

Side-Chain Interactions and Conformation in α-Helical Poly(γ-phenacyl L-glutamate). Aggregation in Dilute Solutions

Synthesis of sequential polypeptides containing L‐azetidine‐2‐carboxylic acid residues

Azetidines

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