Substituted 3-pyrroline-2-one amino blocking reagents and interm

Details Substituted 3-pyrroline-2-one amino blocking reagents and interm Substituted 3-pyrroline-2-one amino blocking reagents and interm

1985-03-15

1988-04-19

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548531, 548544, 548550, C07D20728, C07D207273, C07D40312

Patent

active

047390760

ABSTRACT:
An amino blocking reagent, 1-isopropyl-3-ethoxy-4-nitro-2-oxo-3-pyrroline has been obtained. The new reagent is water soluble. It has yielded an N-protected glycine active ester with solubiity appropriate for reaction with both peptides and proteins. N-hydroxysuccinimide esters of N-i-NOPY- and N-c-NOPY-glycines were prepared. The N-hydroxysuccinimide active esters were produced by treatment with dicyclohexylcarbodimide (DCC) and N-hydroxysuccinimide in tetrahydrofuran (THF). The new reagents for glycine attachment are stable crystalline compounds. These active esters were used to attach glycine residues to a dipeptide and a protein by the salt-coupling procedure.

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Negri et al., Biochimica et Biophysica Acta, 579 (1979), pp. 31-39.
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Southwick et al., J. Org. Chem. 34, 3275-3285 (1969).
Southwick et al., J. Org. Chem., 33, 2051-2056 (1968).
Pierce Bio-Research Products Technical Bulletin, vol. 5, revised May, 1984.

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