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Key Documents

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

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Ryan C Maves et al.
Vaccine, 29(15), 2691-2696 (2011-02-10)
Psoralens are photoreactive compounds that cross-link pyrimidines after exposure to UVA radiation. In this experiment, we tested the protective efficacy of a psoralen-inactivated dengue vaccine candidate in non-human primates. Two groups of 7 Aotus nancymaae monkeys received either 10ng per
A A Oroskar et al.
Free radical biology & medicine, 20(5), 751-756 (1996-01-01)
The ability of scavengers of hydroxyl radical (OH radical) to modulate the photosensitized relaxation (induction of the first single-strand break) of supercoiled plasmid DNA with UVA photoactivated 4'-aminomethyl-4,5',8-trimethylpsoralen was examined by comparing the dose reduction factor (DRF: the ratio of
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
J A Grass et al.
Blood, 91(6), 2180-2188 (1998-04-16)
A photochemical treatment (PCT) process using a novel psoralen and long wavelength ultraviolet light (UVA, 320-400 nm) has been developed to inactivate bacteria and viruses in platelet concentrates. This study evaluated the efficacy of PCT for inactivation of leukocytes that
H Du et al.
RNA (New York, N.Y.), 7(1), 133-142 (2001-02-24)
Base pairing between the 5' end of U1 snRNA and the conserved 5' splice site of pre-mRNA is important for commitment complex formation in vitro. However, the biochemical mechanisms by which pre-mRNA is initially recognized by the splicing machinery is

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