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Sigma-Aldrich

6-(Boc-amino)-1-hexanol

≥98.0% (GC)

Synonym(s):

tert-Butyl N-(6-hydroxyhexyl)carbamate

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About This Item

Linear Formula:
(CH3)3CO2CNH(CH2)6OH
CAS Number:
75937-12-1
Molecular Weight:
217.31
Beilstein:
3604498
MDL number:
MFCD01862954
UNSPSC Code:
12352200
PubChem Substance ID:
57647356
NACRES:
NA.22

Quality Level

200

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J.K. Dutton et al.
Journal of the Chemical Society. Perkin Transactions 1, 2581-2581 (1995)
Synthesis of novel fluorescent probes for the molecular chaperone Hsp90
Llauger-Bufi L, et al.
Bioorganic & Medicinal Chemistry Letters, 13(22), 3975-3978 (2003)
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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