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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 728536Generated: October 30, 2026

Benzyl Isothiocyanate → N-(N-(N-(N-L-Tyrosylglycyl)glycyl)-L-phenylalanyl)-L-leucine

https://huagongshe.com/reaction/728536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl IsothiocyanateHCID 2346—
Reactant[LEU5]-ENKEPHALINHCID 3903—
ReactantL-LeucineHCID 6106—
ReactantEthyl isothiocyanatoformateHCID 85320—
ReactantD-1,4-DithiothreitolHCID 446094—
SolventWaterHCID 962—
ProductN-(N-(N-(N-L-Tyrosylglycyl)glycyl)-L-phenylalanyl)-L-leucineHCID 461776—

Reaction Conditions

Temperature60 °C

Reaction Steps

Immobilized leucine enkephalin (urea linkage) was degraded for two cycles of chemistry. The couplings were performed with ethoxycarbonyl isothiocyanate (instead of BITC) for 5 minutes at 60° C. Cleavages were effected by adding 10 μl of 10% tetra-N-butyl ammonium hydroxide in water containing 1 mg/ml DTT to the dry resin, and heating for 45 minutes at 60° C. Chromatograms are shown in FIGS. 6A and 6B. The cycles were assigned as leucine and phenylalan respectively. The assignments were confirmed by coinjection.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05049507
Source datasetuspto-grants-1991_09
ORD IDord-1901b87bda5e45908163164f4127972f
Source noteuspto-grants-1991_09