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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/REAXYS Number:
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)

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN4473V
063402/1V
063402/1
063402/1
63402/1

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D.L. Whitehouse et a
Tetrahedron Letters, 38, 7851-7851 (1997)
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
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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