852346 | Fmoc-Sec(pMeOBzl)-OH

852346
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      Overview

      Replacement Information

      Key Spec Table

      CAS #Hill FormulaMolar Mass
      150308-80-8C₂₆H₂₅NO₅Se510.44 g/mol

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      8523460001
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          Glass bottle 1 g
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          8523468250
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              Glass bottle 250 mg
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              Description
              Catalogue Number852346
              Brand Family Novabiochem®
              Alternate Names
              • Fmoc-Sec(Mob)-OH,Fmoc-S-4-methoxybenzyl selenocysteine
              Background InformationBuilding block for the introduction of selenocysteine during Fmoc SPPS [1-3]. Selenocysteine derivatives can undergo enantiomerization during coupling and can form dehydroalanine and β-piperidinylalanine containing side products during subsequent chain elongation [3]. Therefore, activation methods, such as HBTU or PyBOP which involve the addition of a tertiary, base should be avoided for addtion of the Sec and all subsequent residues.



              Cleavage and side-chain deprotection of Sec-containing peptides can be effected using tFA-m-cresol-thioanisole-EDT-water (80:5:5:5:5)[2] or TFA-water-DCM-TIS (89:5:51) at 4 °C [3]. As the Se-pMeOBzl bond is stable to TFA, these emthods result in formation of the corresponding Sev(pMeOBzl) peptide.



              Peptides containing two Sec(pMeOBzl) residues can be oxidized directly to the corresponding selenocystinyl peptides by treatment with 5-10% DMSO in TFA [1-3].
              References
              Product Information
              CAS number150308-80-8
              Hill FormulaC₂₆H₂₅NO₅Se
              Molar Mass510.44 g/mol
              HS Code2931 90 00
              Structure formula Image
              Applications
              ApplicationFmoc-Sec(pMeOBzl)-OH. CAS 150308-80-8, molar mass 510.44 g/mol.
              Biological Information
              Physicochemical Information
              Dimensions
              Materials Information
              Toxicological Information
              Safety Information according to GHS
              Storage class10 - 13 Other liquids and solids
              WGKWGK 3 highly water endangering
              Disposal3
              Relatively unreactive organic reagents should be collected in container A. If halogenated, they should be collected in container B. For solid residues use container C.
              Safety Information
              Product Usage Statements
              Storage and Shipping Information
              StorageStore at +2°C to +8°C.
              Packaging Information
              Transport Information
              Supplemental Information
              Specifications
              Colour (visual)white to yellow to beige
              Appearance of substance (visual)powder
              Identity (IR)passes test
              Enantiomeric purity≥ 99.5 % (a/a)
              Purity (TLC(157A))≥ 98 %
              Assay (HPLC, area%)≥ 98.0 % (a/a)
              Solubility (1 mmole in 2 ml DMF)clearly soluble
              For TLC-Systems see our General Catalog

              Documentation

              SDS

              Title

              Safety Data Sheet (SDS) 

              Certificates of Analysis

              Product Number PackagingSpecificationLot Number
              8523460001 Glass bottlePDF Specification Document
              8523468250 Glass bottlePDF Specification Document

              Brochure

              Title
              Novabiochem Letters 04/11
              Novabiochem Letters 04/11

              Citations

              Title
              • [1] T. Koide, et al. (1993) Chem. Pharm. Bull., 41, 502.
              • [2] T. Koide, et al. (1993) Chem. Pharm. Bull., 41, 1596.
              • [3] D. Besse & L. Moroder (1997) J. Peptide Sci., 3, 442.

              Reach Use

              Title
              Reach Use