Mono-BOC-cystamine

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Mono-BOC-cystamine
BOC-cystamine.svg
Names
IUPAC name
tert-Butyl (2-((2-aminoethyl)disulfanyl)ethyl)carbamate
Identifiers
3D model (JSmol)
ChemSpider
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).
Infobox references

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[edit]

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[edit]

  • Biotin-Peg2-Amine
  • Biotin-Peg2-Maleimide
  • Biotin-Peg3-Amine
  • Biotin-Peg4-NHS

References[edit]

  1. ^ Mono BOC Cystamine[permanent dead link], Anachem
  2. ^ Hansen, J. B.; Nielsen, M. C.; Ehrbar, U.; Buchardt, O. (1982). "Partially Protected Polyamines". Synthesis (5): 404–405. doi:10.1055/s-1982-29814. 
  3. ^ Peter E Nielsen, John B Hansen and Ole Buchard (1984). "Photochemical cross-linking of protein and DNA in chromatin". Biochem J: :519–526. 
  4. ^ 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.