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SML1085

Sigma-Aldrich

Retro-2

≥98% (HPLC)

Synonym(s):

2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone

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About This Item

Empirical Formula (Hill Notation):
C19H16N2OS
CAS Number:
1429192-00-6
Molecular Weight:
320.41
MDL number:
MFCD28124399
UNSPSC Code:
12352200
PubChem Substance ID:
329825463
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1C2=CC=CC=C2NC(C3=CC=C(C)S3)N1C4=CC=CC=C4

InChI

1S/C19H16N2OS/c1-13-11-12-17(23-13)18-20-16-10-6-5-9-15(16)19(22)21(18)14-7-3-2-4-8-14/h2-12,18,20H,1H3

InChI key

BOAPXDSRULBILC-UHFFFAOYSA-N

Application

Retro-2 has been used to estimate retrograde trafficking of Shiga toxin subunit B (STxB)-Cy3.

Biochem/physiol Actions

Retro-2 is a non-toxic inhibitor of the endosome-to-Golgi retrograde transport that selectively protect cells from ricin, cholera toxin, and Shiga-like toxins, without affecting compartment morphology, endogenous retrograde cargos, or other trafficking steps.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Zhouguang Jiao et al.
Journal of applied toxicology : JAT, 40(10), 1440-1450 (2020-06-01)
The current study explores the detoxification effect of Retro-2 on ricin toxin (RT) cytotoxicity, as well as the mechanisms underlying such effects, to provide a basis for follow-up clinical applications of Retro-2. The mouse-derived mononuclear/macrophage cell line, RAW264.7, was used
Structural insights into Legionella RidL-Vps29 retromer subunit interaction reveal displacement of the regulator TBC1D5.
Barlocher K, et al.
Nature Communications, 8(1), 1543-1543 (2017)
Giulia Tebaldi et al.
Journal of virology, 94(24) (2020-10-09)
Herpes simplex virus 1 (HSV-1) causes significant morbidity and mortality in humans worldwide. HSV-1 enters epithelial cells via an endocytosis mechanism that is low-pH dependent. However, the precise intracellular pathway has not been identified, including the compartment where fusion occurs.
Sandrine Cojean et al.
PLoS neglected tropical diseases, 14(7), e0008396-e0008396 (2020-07-30)
The parasitophorous vacuoles (PVs) that insulate Leishmania spp. in host macrophages are vacuolar compartments wherein promastigote forms differentiate into amastigote that are the replicative form of the parasite and are also more resistant to host responses. We revisited the biogenesis

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