Chemistry:Mono-BOC-cystamine
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| Preferred IUPAC name
tert-Butyl {2-[(2-aminoethyl)disulfanyl]ethyl}carbamate | |
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3D model (JSmol)
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| Properties | |
| C9H20N2O2S2 | |
| Molar mass | 252.39 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Mono-BOC-cystamine (mono BOC protected cystamine) is a tert-butyloxycarbonyl (BOC) derivative of cystamine used as crosslinker in biotechnology and molecular biology applications.[1] This compound was originally reported by Hansen et al.[2]
Uses
The disulfide chain allows the mono-BOC-cystamine to be easily cleaved, allowing removal of the tagging residue when desired.
Mono-BOC-cystamine is used as a crosslinker for the synthesis of cleavable photo-cross-linking reagent.[3]
Mono-BOC-cystamine is used as a crosslinker for the synthesis of a biodegradable cystamine spacer in PGA-cystamine-Gd-DO3A, which shows improved MRI contrast for breast carcinoma imaging in mice. [4]
Related compounds
- Biotin-Peg2-Amine
- Biotin-Peg2-Maleimide
- Biotin-Peg3-Amine
- Biotin-Peg4-NHS
References
- ↑ Mono BOC Cystamine[yes|permanent dead link|dead link}}], Anachem
- ↑ Hansen, J. B.; Nielsen, M. C.; Ehrbar, U.; Buchardt, O. (1982). "Partially Protected Polyamines". Synthesis 1982 (5): 404–405. doi:10.1055/s-1982-29814. https://www.thieme-connect.de/ejournals/toc/synthesis/21714. Retrieved 2012-04-26.
- ↑ Peter E Nielsen, John B Hansen and Ole Buchard (1984). "Photochemical cross-linking of protein and DNA in chromatin". Biochem J: 519–526.
- ↑ Tianyi Kea; Yi Fengb; Junyu Guoc; Dennis L. Parkerc; Zheng-Rong Lua (2006). "Biodegradable cystamine spacer facilitates the clearance of Gd(III) chelates in poly(glutamic acid) Gd-DO3A conjugates for contrast-enhanced MR imaging". Magnetic Resonance Imaging 24 (7): 931–940. doi:10.1016/j.mri.2006.03.009. PMID 16916710.
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