Skip to Content
Merck
All Photos(1)

Documents

15035

Sigma-Aldrich

(Boc-aminooxy)acetic acid

≥98.0% (T)

Synonym(s):

N-Boc-(carboxymethoxy)amine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)3CO2CNHOCH2CO2H
CAS Number:
Molecular Weight:
191.18
Beilstein:
6137646
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0% (T)

form

powder

mp

~115 °C (dec.)

SMILES string

CC(C)(C)OC(=O)NOCC(O)=O

InChI

1S/C7H13NO5/c1-7(2,3)13-6(11)8-12-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)

InChI key

QBXODCKYUZNZCY-UHFFFAOYSA-N

Application

(Boc-aminooxy)acetic acid was used in the preparation of Boc-aminooxy tetra(ethylene glycol).

Other Notes

Employed to introduce a hydroxylamine moiety into peptides; reaction with an aldehyde to an oxime.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

O. Nyanguile et al.
Lett. Pept. Sci., 1, 9-9 (1994)
Mariarosaria De Simone et al.
Contrast media & molecular imaging, 11(6), 561-571 (2017-01-05)
Superparamagnetic iron oxide nanoparticles (SPIONs) have received increasing interest as contrast media in biomedical imaging and innovative therapeutic tools, in particular for loco-regional ablative treatments and drug delivery. The future of therapeutic applications would strongly benefit from improving the capability
Site-specific protein immobilization through N-terminal oxime linkages.
Journal of Materials Chemistry, 17(19), 2021-2027 (2007)
J. Shao et al.
Journal of the American Chemical Society, 117, 3893-3893 (1995)
Rory K Morgan et al.
ACS chemical biology, 10(8), 1778-1784 (2015-05-16)
ADP-ribosylation is essential for cell function, yet there is a dearth of methods for detecting this post-translational modification in cells. Here, we describe a clickable aminooxy alkyne (AO-alkyne) probe that can detect cellular ADP-ribosylation on acidic amino acids following Cu-catalyzed

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service