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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Fmoc-D-Lys(Boc)-OH is a protected D-lysine derivative with the amino group protected by 9-fluorenylmethoxycarbonyl (Fmoc) and the side-chain amino group protected by tert-butoxycarbonyl (Boc), suitable for peptide synthesis.
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CAS No. : | 92122-45-7 |
Formula : | C26H32N2O6 |
M.W : | 468.54 |
SMILES Code : | O=C(O)[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)CCCCNC(OC(C)(C)C)=O |
MDL No. : | MFCD00065660 |
InChI Key : | UMRUUWFGLGNQLI-JOCHJYFZSA-N |
Pubchem ID : | 13585941 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | General procedure: Peptides were synthesized using standard, Fmoc-based, solid-phase protocols on a Liberty Microwave Peptide Synthesizer (CEM Corporation). The peptides Fmoc-Phe-Phe-Wang resin, Fmoc-Phe-Phe-RinkAmide AM resin, and Fmoc-Asp(OtBu)-Glu(OtBu)-(Ala)2-Lys(Mtt)-(Ala)2-Lys(Boc)-Asp(OtBu)-Wangresin were assembled from C-terminus to N-terminus on 0.1 mmol or 0.25 mmol scales using Fmoc-Phe-Wang resin, RinkAmide AM resin, and Fmoc-Asp(OtBu)- , respectively. Fmoc deprotection was accomplished using a 0.1 M solution of HOBt in 20:80 (vol:vol) piperidine:DMF. The resin was treated with two cycles of deprotect solution at 75 C for 180 s. Fmoc-protected amino acids were coupled to the deprotected amine ofthe resin-bound peptide using 5 eq. amino acid, 4.5 eq. HBTU, and 10 eq. DIEA relative to the resin loading. Each coupling reaction was conducted at 75 C for 180 s. The amino acids, HBTU, and DIEA were utilized as 0.2 M solutions in DMF, a 0.5 M solution in HBTU, and a 2 M solution in NMP, respectively. |