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SML1085

Sigma-Aldrich

Retro-2

≥98% (HPLC)

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Synonym(s):
2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone
Empirical Formula (Hill Notation):
C19H16N2OS
CAS Number:
Molecular Weight:
320.41
MDL number:
PubChem Substance ID:

Quality Level

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

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1 of 4

This Item
SML1184SML0140L2545
Retro-2 ≥98% (HPLC)

SML1085

Retro-2

OF-1 ≥98% (HPLC)

SML1184

OF-1

BV02 ≥98% (HPLC)

SML0140

BV02

LY225910 ≥98% (HPLC)

L2545

LY225910

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

solubility

DMSO: 10 mg/mL, clear (warmed)

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: >5 mg/mL

solubility

DMSO: >20 mg/mL

color

white to beige

color

white to beige

color

white to off-white

color

off-white

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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