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  • Synthesis and relationship of L-glutaminyl-L-histidyl-L-prolinamide to the thyrotropin releasing hormone
  • Add time:08/23/2019         Source:sciencedirect.com

    The new L-glutaminyl-L-histidyl-L-prolinamide (Gln-His-Pro(NH2)) has been synthesized. This open glutaminyl-form has been compared with the cyclized pyro-form of (pyro)Glu-His-Pro(NH2), thyrotropin releasing hormone (TRH). Gln-His-Pro(NH2) is converted into (pyro)Glu-His-Pro(NH2) under very mild conditions some of which are analogous to steps used in the isolation of TRH. Gln-His-Pro(NH2) had up to five per cent of the activity of TRH although it is unknown whether this activity is intrinsic or due to contamination or conversion. There is no evidence that Gln-His-Pro(NH2) is present in the hypothalamus, but if it were it could be a moiety of a larger molecule which is convertible into Gln- or (pyro)Glu-His-Pro(NH2) or it could be a biosynthetic precursor or a metabolic transformation product of TRH. (Pyro)Glu-His-Pro(NH2) shows the functions expected of the hormone.

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