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A4330

Sigma-Aldrich

4′-Aminomethyltrioxsalen hydrochloride

Synonym(s):

4′-Aminomethyl-4,5′,8-trimethylpsoralen hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H15NO3 · HCl
CAS Number:
Molecular Weight:
293.75
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

solubility

H2O: 1 mg/mL
DMSO: 2 mg/mL

storage temp.

2-8°C

SMILES string

CC1=CC(=O)Oc2c(C)c3oc(C)c(CN)c3cc12

InChI

1S/C15H15NO3/c1-7-4-13(17)19-14-8(2)15-11(5-10(7)14)12(6-16)9(3)18-15/h4-5H,6,16H2,1-3H3

InChI key

WBIICVGYYRRURR-UHFFFAOYSA-N

Application

4′-Aminomethyltrioxsalen hydrochloride inactivates DNA and RNA viruses, including HIV-1. 4′-Aminomethyltrioxsalen hydrochloride can covalently bind to nucleic acids when irradiated with UV light.

Biochem/physiol Actions

4′-Aminomethyltrioxsalen hydrochloride is used to inactivate DNA and RNA viruses, including HIV-1, by nucleic acid cross-linking followed by UV irradiation.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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)

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W A Saffran et al.
Mutation research, 274(1), 1-9 (1992-06-01)
Photoreaction with psoralen, a DNA-crosslinking reagent, induces mitotic recombination in the yeast Saccharomyces cerevisiae. Psoralen damage-induced recombination was studied with non-replicating plasmids, which transform yeast cells by undergoing recombination events with chromosomal DNA. When plasmid DNA was photoreacted with psoralen
M N Lubaki et al.
AIDS research and human retroviruses, 10(11), 1427-1431 (1994-11-01)
Studies have shown that cytolytic T lymphocyte (CTL) responses may be critical to the clearance of the early viremia in acute HIV-1 infection. It is likely that these cells play an important role in prolonging the asymptomatic phase of the
D J Hei et al.
Transfusion, 39(3), 239-248 (1999-04-16)
Cytokines generated in platelet concentrates (PCs) during storage have been implicated as possible mediators of febrile nonhemolytic transfusion reactions. Two potential methods of white cell inactivation were compared for their ability to reduce cytokine synthesis in pooled random-donor PC aliquots:
M A Reynolds et al.
Bioconjugate chemistry, 3(5), 366-374 (1992-09-11)
A method is reported for conjugating an analog of 4'-(aminomethyl)-4,5',8- trimethylpsoralen to methylphophonate oligonucleotides. This method enables the psoralen moiety to be coupled to the phosphonate backbone between any two desired bases in a sequence. When hybridized to a target
M Beltrame et al.
The EMBO journal, 11(4), 1531-1542 (1992-04-01)
It has long been known that U3 can be isolated hydrogen bonded to pre-ribosomal RNAs, but the sites of interaction are poorly characterized. Here we show that yeast U3 can be cross-linked to 35S pre-rRNA both in deproteinized extracts and

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