Design and application of novel long acting hypoglycemic peptide
A new and long-acting technology, applied in the field of diabetes treatment, can solve problems such as prolonging the half-life of GLP-1, achieve the effect of stable chemical properties and avoid local itching
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[0059] Example 1
[0060]
[0061] Solid-phase synthesis.
[0062] 1. Synthesis of cysteine modified peptide chain
[0063] 1.1 Swelling of resin
[0064] Weigh 50mg of Fmoc-Rink amide-MBHA Resin (degree of substitution 0.4mmol / g), swell with 7mL of DCM for 30min, filter to remove DCM, then swell with 10mL of NMP for 30min, and finally rinse with NMP, DCM, and 7mL of NMP respectively.
[0065] 1.2. Removal of Fmoc protecting group
[0066] Put the swollen resin into the reactor, add 7mL of 25% piperidine / NMP(V / V) solution containing 0.1M HOBt, react for 1min, filter the solution after completion; then add 25% piperidine containing 0.1M HOBt 7 mL of pyridine / NMP (V / V) solution was reacted for 4 min. After the completion of the reaction, the solution was filtered off and washed with NMP. The result is a resin from which the initially attached Fmoc protecting group is removed.
[0067] 1.3 Synthesis of Fmoc-Ser(tBu)-Rink amide-MBHA Resin
[0068] Fmoc-Ser(tBu)-OH (15.3mg, 0.04mmol), HBTU ...
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[0090] Example 2
[0091]
[0092] The synthesis method is the same as in Example 1, and the theoretical relative molecular mass is 5028.2. ESI-MS m / z: Calcd.[M+3H] 3+ 1677.1, [M+4H] 4+ 1258.1; Found[M+3H] 3+ 1677.8, [M+4H] 4+ 1258.5.
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[0093] Example 3
[0094]
[0095] The synthesis method is the same as in Example 1, and the theoretical relative molecular mass is 5015. ESI-MS m / z: Calcd.[M+3H] 3+ 1672.7, [M+4H] 4+ 1254.8; Found[M+3H] 3+ 1672.2, [M+4H] 4+ 1254.3.
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