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N‐Acetyl‐ L ‐seryl‐ L ‐tyrosyl‐ L ‐seryl‐ L ‐methionyl‐γ‐O‐benzyl‐ L ‐glutamyl‐ L ‐histidyl‐ L ‐phenylalanyl‐ L ‐arginyl‐ L ‐tryptophanyl‐glycyl‐ε‐N‐CBO‐L‐lysyl‐ L ‐prolyl‐ L ‐Valyl‐amide has been obtained by condensing N‐acetyl‐ L ‐seryl‐ L ‐tyrosyl‐ L ‐seryl‐ L ‐methionyl‐γ‐benzyl‐ L ‐glutamate with L ‐histidyl‐ L ‐phenylalanyl‐ L ‐arginyl‐ L ‐tryptophanyl‐glycyl‐ε‐N‐CBO‐ L ‐lysyl‐ L ‐prolyl‐ L ‐valylamide. After splitting the N‐CBO and the O‐benzyl protecting groups by hydrogen bromide in trifluoroacetic acid, a free acetyl‐tridecapeptide‐amide has been obtained, which, after purification by counter‐ current and paper electrophoresis, has been found by several methods to be homogeneous and to possess the physical, chemical and biological properties of the natural hog α‐MSH.
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Guttmann et al. (1959) studied this question.
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