sodium 1-hydroxy-2,5-dioxopyrrolidine-3-sulfonate

• ChemBase ID: 69519
• Molecular Formular: C4H4NNaO6S
• Molecular Mass: 217.13243
• Monoisotopic Mass: 216.96570213
• SMILES: [Na+].C1(=O)C(CC(=O)N1O)S(=O)(=O)[O-]
• Canonical SMILES: O=C1CC(C(=O)N1O)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C4H5NO6S.Na/c6-3-1-2(12(9,10)11)4(7)5(3)8;/h2,8H,1H2,(H,9,10,11);/q;+1/p-1
• InChIKey: RPENMORRBUTCPR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-hydroxy-2,5-dioxopyrrolidine-3-sulfonate
• IUPAC Traditional name: sodium 1-hydroxy-2,5-dioxopyrrolidine-3-sulfonate
• Synonyms: Hydroxy-2,5-dioxopyrrolidine-3-sulfonicacid sodium salt; Sulfo-NHS; N-Hydroxysulfosuccinimide sodium salt; 1-Hydroxy-2,5-dioxo-3-pyrrolidinesulfonic Acid Sodium Salt; Sodium N-Hydroxysulfosuccinimide; Sulfo-N-hydroxysuccinimide Sodium Salt; N-Hydroxysulfosuccinimide sodium salt; 磺基-NHS; 羟基-2,5-二氧代吡咯烷-3-磺酸 钠盐; N-羟基硫代琥珀酰亚胺 钠盐; N-羟基磺酸基琥珀酰亚胺钠盐

Database IDs

• CAS Number: 106627-54-7
• MDL Number: MFCD00043100
• Beilstein Number: 6359129
• PubChem SID: 162035245; 24880203
• PubChem CID: 3520574

CALCULATED PROPERTIES

• Acid pKa: -1.6474011
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -4.0827622
• LogD (pH = 7.4): -4.5068345
• Log P: -1.6970406
• Molar Refractivity: 32.9041 cm^3
• Polarizability: 14.316888 Å^3
• Polar Surface Area: 114.81 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 250°C; 295-299°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (HPLC); 95+%; 97%
• Compostion: carbon, 21.57-22.68 (anhydrous); nitrogen, 6.28-6.61 (anhydrous)
• Impurities: ≤4% water
• Empirical Formula (Hill Notation): C4H4NNaO6S

DETAILS

Sigma Aldrich - 56485

Other Notes
Sulfo-NHS is used for preparing hydrophilic active esters, e.g. for crosslinking agents1,2
Packaging
1, 5 g in glass bottle
250 mg in glass bottle

Toronto Research Chemicals - H954000

N-Hydroxysulfosuccinimide Sodium Salt is a hydrophilic ligand for the preparation of active esters, which can be used for crosslinking agents.

REFERENCES

• Klibanov, A.L., et al.: Appl. Biochem. Biotechnol., 22, 45 (1989)
• Marcussen, J., et al.: Anal. Biochem., 198, 318 (1989)
• Verheul, A.F.M., et al.: Infect. Immun., 59, 843 (1989)