O-(N-Succinimidyl)-N,N,N',N'-tetramethyluronium Tetrafluoroborate（TSTU） - ≥97% , CAS No.105832-38-0

CAS: 105832-38-0 Cat. No.: T106185 Molecular Weight: 301.05 EC Number: 629-651-4 PubChem CID: 9857522

GRADE & PURITY ≥97%

Synonyms

A801328 | DS-6551 | MFCD00077875 | N,N,N??,N??-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate | 6-Chrysenol, 5,6-dihydro-5-methoxy-, trans-(A+/-)- | O-(N-succinimidyl)-N,N,N',N'-tetramethyl uronium bf4 | TSTU | AC-8686 | SY017576 | [[2,5-bis(oxid

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

N,N,N′,N′-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate is commonly used for the conversion of carboxylic acid into the corresponding N-hydroxysuccinimidyl (NHS) ester.

Reactant for:Linking sensor molecules with amino groups to amino functionalized AFM tips; Reactant for synthesis of: A polymer supported oranotin reagent for prosthetic group labeling of biological macromolecules with radioiodine; L-Rhamnose antigen; Fluorinated rhodamines for optical microscopy and nanoscopy c(RGDyK) targeted SN38 prodrug; Polyelectrolytes for thin film construction
Product Describtion:
The solubility in CH3CN is 0.1g/ml, clear. N, N, N ', N' - tetramethyl - O - (N - succinimide) urea tetrafluoroborate is often used to convert carboxylic acid into corresponding N - hydroxysuccinimide (NHS) ester
Product Application:
Used for preparing N-succinimide active esters

Specifications

Synonyms

A801328 | DS-6551 | MFCD00077875 | N, N, N??, N??-Tetramethyl-O-(N-succinimidyl)uronium tetrafluoroborate | 6-Chrysenol, 5, 6-dihydro-5-methoxy-, trans-(A+/-)- | O-(N-succinimidyl)-N, N, N', N'-tetramethyl uronium bf4 | TSTU | AC-8686 | SY017576 | [[2, 5-bis(oxid

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: [B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C(=O)CCC1=O
• IUPAC Name: [dimethylamino-(2,5-dioxopyrrolidin-1-yl)oxymethylidene]-dimethylazanium;tetrafluoroborate
• InChIKey: YEBLHMRPZHNTEK-UHFFFAOYSA-N
• INCHI: 1S/C9H16N3O3.BF4/c1-10(2)9(11(3)4)15-12-7(13)5-6-8(12)14;2-1(3,4)5/h5-6H2,1-4H3;/q+1;-1
• Isomeric SMILES: [B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C(=O)CCC1=O
• WGK Germany: 3
• PubChem CID: 9857522
• Molecular Weight: 301.05
• Reaxy-Rn: 4345014

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrrolidine-2-ones
• Alternative Parents: Dicarboximides Lactams Propargyl-type 1,3-dipolar organic compounds Organic metalloid salts Carboximidic acids and derivatives Carboximidamides Azacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-pyrrolidone - Dicarboximide - Lactam - Carboximidic acid derivative - Carboxylic acid derivative - Carboximidamide - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic metalloid salt - Azacycle - Organic oxide - Organooxygen compound - Carbonyl group - Organic nitrogen compound - Organic salt - Organic oxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic cation - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in acetonitrile, DMF, chloroform, dichlorormethane and acetonitrile.
• Sensitivity: Moisture & Light & Heat sensitive
• Melt Point(°C): 195-200°C
• Molecular Weight: 301.050 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 301.122 Da
• Monoisotopic Mass: 301.122 Da
• Topological Polar Surface Area: 52.900 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 309.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

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3. Ximu Li, Mengyao Ma, Ni An, Xiaoxuan Yao, Guzailinuer Yasen, Mingyuan Zhong, Zheng Jin, Zhonggui He, Yongjun Wang, Hongzhuo Liu.  (2025)  Lipid-Rapamycin Nanovaccines Overcome the Antidrug Antibody Barrier in Biologic Therapies.  ACS Nano,      [PMID:39847793] [10.1021/acsnano.4c11928]

4. Ni An, Guzailinuer Yasen, Ximu Li, Xianbao Shi, Yongjun Wang, Hongzhuo Liu.  (2025)  Nanoparticle Adjuvants Incorporating Haptens Drive Potent Immune Tolerance to Accelerate Hair Regrowth.  ACS Applied Materials & Interfaces,      [PMID:39818727] [10.1021/acsami.4c17068]

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