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55262

Sigma-Aldrich

4-[4-(1-Hydroxyethyl)-2-methoxy-5-nitrophenoxy]butyric acid

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Hydroxyethyl photolinker

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About This Item

Empirical Formula (Hill Notation):
C13H17NO7
CAS Number:
175281-76-2
Molecular Weight:
299.28
Beilstein:
7717635
MDL number:
MFCD01318869
UNSPSC Code:
12352106
PubChem Substance ID:
57651521
NACRES:
NA.22

product name

4-[4-(1-Hydroxyethyl)-2-methoxy-5-nitrophenoxy]butyric acid, ≥98.0% (HPLC)

Quality Level

100

Assay

≥98.0% (HPLC)

form

powder

reaction suitability

reagent type: cross-linking reagent

mp

163-166 °C

SMILES string

COc1cc(C(C)O)c(cc1OCCCC(O)=O)[N+]([O-])=O

InChI

1S/C13H17NO7/c1-8(15)9-6-11(20-2)12(7-10(9)14(18)19)21-5-3-4-13(16)17/h6-8,15H,3-5H2,1-2H3,(H,16,17)

InChI key

DUIJUTBRRZCWRD-UHFFFAOYSA-N

Other Notes

Photolabile linker which can be bound to amino- and hydroxymethyl resins. Synthesis of sensitive acids

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000388818
0000388818
0000227736
0000181605
BCBN4473V

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Christopher P. Holmes
The Journal of organic chemistry, 62(8), 2370-2380 (1997-04-18)
Both a model phenacyl and o-nitrobenzyl photolabile linker from the literature along with four new o-nitrobenzyl linkers were prepared and the kinetics of their photolytic cleavage examined in solution. The linkers were prepared by amidation of the carboxylic acid anchoring
D.L. Whitehouse et a
Tetrahedron Letters, 38, 7851-7851 (1997)
Mime Kobayashi et al.
Journal of biomaterials science. Polymer edition, 30(13), 1161-1171 (2019-06-16)
We have developed biocompatible scaffolds that enable cell fate control with visible light. The scaffolds are based on synthetic collagen-like polypeptide, poly(prolyl-hydroxyprolyl-glycyl) {poly(Pro-Hyp-Gly)} which has been used for cosmetics and other healthcare applications. Bioactive peptides were conjugated to the scaffolds

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