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15304

Sigma-Aldrich

6-(Boc-amino)-1-hexanol

≥98.0% (GC)

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Synonym(s):
tert-Butyl N-(6-hydroxyhexyl)carbamate
Linear Formula:
(CH3)3CO2CNH(CH2)6OH
CAS Number:
Molecular Weight:
217.31
Beilstein:
3604498
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (GC)

reaction suitability

reagent type: cross-linking reagent

functional group

Boc
amine
hydroxyl

SMILES string

OCCCCCCNC(OC(C)(C)C)=O

InChI

1S/C11H23NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9-13/h13H,4-9H2,1-3H3,(H,12,14)

InChI key

BDLPJHZUTLGFON-UHFFFAOYSA-N

Application

6-(Boc-amino)-1-hexanol can be used as a reactant to synthesize:
  • Hsp90 fluorescent probes applicable in the development of an FP assay for the Hsp90 chaperone.
  • 1-Guanidino-7-aminoheptane (GC7) analogs as potent deoxyhypusine synthase inhibitors.

Other Notes

Linker; preparation of the iodide

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Synthesis of novel fluorescent probes for the molecular chaperone Hsp90
Llauger-Bufi L, et al.
Bioorganic & Medicinal Chemistry Letters, 13(22), 3975-3978 (2003)
J.K. Dutton et al.
Journal of the Chemical Society. Perkin Transactions 1, 2581-2581 (1995)
Novel hydroxylamine-containing analogues of 1-guanidino-7-aminoheptane (GC7), an effective inhibitor of deoxyhypusine synthase.
Khomutov MA, et al.
Russian Journal of Bioorganic Chemistry, 42(4), 415-422 (2016)
Małgorzata Maksymowicz et al.
Cell communication and signaling : CCS, 18(1), 176-176 (2020-11-06)
Lymphotoxin β receptor (LTβR) is a member of tumor necrosis factor receptor (TNFR) superfamily which regulates the immune response. At the cellular level, upon ligand binding, the receptor activates the pro-inflammatory NF-κB and AP-1 pathways. Yet, the intracellular distribution of

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