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Chem.1985,260, 14\u221242), this paper uses the following symbols and abbreviations:\u2009 Bid, 1H-benzimidazole-2-yl; Boc,tert-butyloxycarbonyl; Boc\u2212Gly\u2212Bid, Boc\u2212\u03b2Ala\u2212Bid, Boc\u2212Gly\u2212Gly\u2212Bid, benzimidazole derivatives obtained from the carboxylic functions of Boc\u2212Gly\u2212OH, Boc\u2212\u03b2Ala\u2212OH, and Boc\u2212Gly\u2212Gly\u2212OH, respectively; Bzl, benzyl (CH2\u2212Ph); DAGO, [d-Ala2,N-Me\u2212Phe4,Gly-ol5]enkephalin; DALDA, Tyr\u2212d-Arg\u2212Phe\u2212Lys\u2212NH2; DCC,N,N\u2018-dicyclohexylcarbodiimide; DMF, dimethylformamide; DMSO, dimethyl sulfoxide; Dmt, 2\u2018,6\u2018-dimethyl-l-tyrosine; DPDPE,cyclic[d-Pen2,5]enkephalin; DTLET, Tyr\u2212d-Thr\u2212Gly\u2212Phe\u2212Leu; Et2O, diethyl ether; EtPt, petroleum ether; GPI, guinea-pig ileum; HOBt, 1-hydroxybenzotriazole; HPLC, high-performance liquid chromatography;Ke, the antilog of pA2, which is determined as the negative log of the molar concentration of the antagonist necessary to double the agonist (deltorphin B) concentration; LiAlH4, lithium aluminum hydride; Me, methyl; MeOH, methanol; MVD, mouse vas deferens; NaBH3CN, sodium cyanoborohydride; NMM, 4-methylmorpholine; NTI, naltrindole; NH\u2212tBut,tert-butylamine; OMe, methyl ester; Pe, petroleum ether; Ph, phenyl; TEA, triethylamine; TFA, trifluoroacetic acid; Tic, 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; TIP(P), H\u2212Tyr\u2212Tic\u2212Phe\u2212(Phe)\u2212OH; TLC, thin-layer chromatography; WSC, 1-ethyl-3-[(3\u2018-dimethyl)aminopropyl]carbodiimide hydrochloride; Z, benzyloxycarbonyl."},{"key":"jm020336eb00002\/jm020336eb00002_1","doi-asserted-by":"crossref","first-page":"3108","DOI":"10.1021\/jm9607663","volume":"40","author":"Salvadori S.","year":"1997","journal-title":"J. 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