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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.
H-Lys(Boc)-OH is a derivative of lysine, widely used in peptide synthesis. Lysine plays an important role in protein synthesis, immune regulation, and wound healing.
Synonyms: (S)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
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Batch number can be found on the product's label following the word 'Batch'.
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Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 2418-95-3 |
Formula : | C11H22N2O4 |
M.W : | 246.30 |
SMILES Code : | O=C(O)[C@@H](N)CCCCNC(OC(C)(C)C)=O |
Synonyms : |
(S)-2-Amino-6-((tert-butoxycarbonyl)amino)hexanoic acid
|
MDL No. : | MFCD00037221 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | 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 |
---|---|---|
40% | The IBA-iRGD molecule was synthesized using standard solid phase synthesis protocols on a Fmoc-Cys(Trt)Wang Resin and Fmoc chemistry as described above. The following residues were coupled in order: Asp(OtBu), Pro, Gly, Lys(Boc), Asp(OtBu), Gly, Arg(Pbf), Cys(Trt), N-amido-dPEG2-acid, Lys(ivDde), N-amido-dPEG2-acid, Lys(Boc), mBA. The ivDde protecting group was removed by 2percent hydrazine in DMF. FITC was allowed to react for 3 h in DMF. The molecule was then cleaved from the resin in 92.5percent TFA, 2.5percent TIS, 2.5percent EDT and 2.5percent DI. water, purified via RP-HPLC on a Zorbax C18 column, and characterized using MALDI-TOF MS (FIG. 13). The peptide was cyclized overnight in DMF with DIEA and cyclization was verified via MALDI-TOF MS. The yield was 40percent, and product purity was confirmed using RP-HPLC on an analytical Zorbax C18 colunm to be >95percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
H2N-L-Cys(Trt)-D-Leu-L-Trp(Boc)-D-Leu-L-Lys(Boc)-D-Leu-L-Trp(Boc)-D-Leu-COOH. Fully protected linear octapeptide was prepared via solid phase peptide synthesis (SPPS) on a Prelude Automated Peptide SynthesizerTM (Protein Technologies Inc.) using 2-ch lorotrityl chloride resin as the solid support. The first Fmoc protected amino acid was coupled to the resin using DIPEA (4 eq.) in DCM, followed by capping of unreacted resin sites using a solution of MeOH : DIPEA: DCM (7: 1 :2, v/v/v). Deprotection of the Fmoc group of the amino acids was done using 20percent piperidine in DMF. Subsequent amino acids were coupled using Fmoc-amino acids (5 eq.), HCTU (5 eq.) and NMM (10 eq.) in DMF. In the last step, the linear octapeptide was cleaved from the resin (while keeping protecting groups on) by a solution of 20 vol percent l, l,l,3,3,3-hexafluoro-2-propanol (HFIP) in DCM. MS (ESI-ToF) (m/z) : [M + H]+ 1616.9 (calculated : 1616.9). |