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15035

Sigma-Aldrich

(Boc-aminooxy)acetic acid

≥98.0% (T)

Synonym(s):

N-Boc-(carboxymethoxy)amine

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About This Item

Linear Formula:
(CH3)3CO2CNHOCH2CO2H
CAS Number:
42989-85-5
Molecular Weight:
191.18
Beilstein:
6137646
MDL number:
MFCD01632027
UNSPSC Code:
12352100
PubChem Substance ID:
57647269
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

15035-1G:
15035-VAR:
15035-BULK:
15035-5G:

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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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

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