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2-(2-tert-Butoxycarbonylaminoethoxy)ethanol, N-[2-(2-Hydroxyethoxy)ethyl]carbamic acid tert-butyl ester, tert-Butyl[2-(2-hydroxyethoxy)ethyl]carbamate, [2-(2-Hydroxyethoxy)ethyl]carbamic acid 1,1-dimethylethyl ester
C9H19NO4
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Quality Level
Assay
97%
form
liquid
refractive index
n20/D 1.454
density
1.061 g/mL at 25 °C
SMILES string
CC(C)(C)OC(=O)NCCOCCO
InChI
1S/C9H19NO4/c1-9(2,3)14-8(12)10-4-6-13-7-5-11/h11H,4-7H2,1-3H3,(H,10,12)
InChI key
KSFVNEXYCULLEJ-UHFFFAOYSA-N
Related Categories
Application
2-[2-(Boc-amino)ethoxy]ethanol is N-terminal protected 2-(2-aminoethoxy)ethanol. It is generally used as a molecular spacer/linker. Some of such applications are:
- Synthesis of biotinylated HaloLigands to prepare quantum dot adducts for HaloTag protein-mediated specific labeling of live cells.
- It is one of the key precursors for the total synthesis of tyroscherin and photo-activatable tyroscherin-based affinity reagent used for identification of tyroscherin binding proteins.
- It can be used to link HaloTag enzyme with fluorescent zinc indicator, ZIMIR to monitor the dynamics of regulated secretion of zinc in real time.
- It can also be used to synthesize amphiphiles for DNA and siRNA delivery.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Find documentation for the products that you have recently purchased in the Document Library.
Total synthesis and biological evaluation of tyroscherin.
Organic Letters, 12(19), 4308-4311 (2010)
Genetic targeting of a small fluorescent zinc indicator to cell surface for monitoring zinc secretion.
ACS Chemical Biology, 10(4), 1054-1063 (2015)
The effect of charge-reversal amphiphile spacer composition on DNA and siRNA delivery.
Bioconjugate Chemistry, 21(5), 988-993 (2010)
HaloTag protein-mediated specific labeling of living cells with quantum dots.
Biochemical and Biophysical Research Communications, 374(3), 419-423 (2008)
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