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Merck
CN

SML3951

Sigma-Aldrich

NSC255112

≥90% (HPLC)

Synonym(s):

NSC255112, 19-[(4-Morpholinylimino)methyl]-geldanamycin, NSC 255112

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Quality Level

100

Assay

≥90% (HPLC)

form

powder

color

, Light red to dark purple

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

O=C(C(NC(/C(C)=C/C=C\[C@H](OC)[C@H]1OC(N)=O)=O)=C2/C=N/N3CCOCC3)C(C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C1\C)=C(OC)C2=O

InChI

1S/C34H48N4O10/c1-19-15-23-29(40)27(24(30(41)32(23)46-7)18-36-38-11-13-47-14-12-38)37-33(42)20(2)9-8-10-25(44-5)31(48-34(35)43)22(4)17-21(3)28(39)26(16-19)45-6/h8-10,17-19,21,25-26,28,31,39H,11-16H2,1-7H3,(H2,35,43)(H,37,42)/b10-8-,20-9-,22-17-,36-18+/t19

InChI key

NBLSLHGULNLUQD-PRIZTHDISA-N

Related Categories

Biochem/physiol Actions

Cell penetrant and potent global inhibitor of cellular glycosylation that induces reversible Golgi fragmentation.
NSC255112 is a cell penetrant and potent global inhibitor of cellular glycosylation that induces reversible Golgi fragmentation. NSC80997 affects both initiation and elongation of O-glycosylation in ways not directly dependent on GalNAc-T11. NSC255112 induces Tn antigen expression in human cell lines. It also reduces cell surface heparan sulfate a necessary factor for SARS-CoV-2 infection.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000395732
0000395733
0000369997
0000369997
0000395732

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Daniel Madriz Sørensen et al.
Nature communications, 14(1), 948-948 (2023-02-23)
Small molecule inhibitors of glycosylation enzymes are valuable tools for dissecting glycan functions and potential drug candidates. Screening for inhibitors of glycosyltransferases are mainly performed by in vitro enzyme assays with difficulties moving candidates to cells and animals. Here, we

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