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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:
62442-61-9
Molecular Weight:
293.75
MDL number:
MFCD00134837
UNSPSC Code:
12352200
PubChem Substance ID:
24890846
NACRES:
NA.77

form

powder

Quality Level

200

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.

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Danger

Hazard Classifications

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Methoxsalen United States Pharmacopeia (USP) Reference Standard

USP

1417001

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C2538

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Water Nuclease-Free Water, for Molecular Biology

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W4502

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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
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
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
S J Wagner et al.
Photochemistry and photobiology, 57(5), 819-824 (1993-05-01)
Psoralens and UVA light have been used in the laboratory to study the inactivation of viruses that may be infrequently present in platelet concentrates that are prepared for transfusion. In order to evaluate safety aspects of the treatment of platelet
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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