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经验公式(希尔记法):
C8H9NO5S
化学文摘社编号:
分子量:
231.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
7815491
产品名称
S-乙酰巯基乙酸 N-羟基琥珀酰亚胺酯, ≥95% (TLC), powder
InChI
1S/C8H9NO5S/c1-5(10)15-4-8(13)14-9-6(11)2-3-7(9)12/h2-4H2,1H3
SMILES string
CC(=O)SCC(=O)ON1C(=O)CCC1=O
InChI key
FLCQLSRLQIPNLM-UHFFFAOYSA-N
assay
≥95% (TLC)
form
powder
solubility
acetonitrile: 50 mg/mL
DMF: soluble
storage temp.
−20°C
Quality Level
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Application
伯胺的硫醇化试剂;在温和条件下可使硫醇去保护。通常在 pH 为 7.5 时引发耦合反应,通过酰胺键生成含伯胺的分子。在中性 pH 时可与 0.05M 羟胺发生去保护反应。用于制备酶免疫交联剂和半抗原载体分子偶联物。
Other Notes
注意,与其他硫醇化试剂相比,对伯胺的酯偶合作用非常有效。此外,这种试剂可以中和伯胺的正电荷。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
R A Schwendener et al.
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The two coupling agents SPDP (N-succinimidyl-3-(2-pyridyldithio)propionate) and SATA (N-succinimidyl-S-acetylthioacetate) were compared in their efficiency and feasibility to couple monoclonal antibodies (Abs) via thioether linkage to liposomes functionalized by various lipophilic maleimide compounds like N-(3-maleimidopropionyl)-N2-palmitoyl-L-lysine methyl ester (MP-PL), N-(3-maleimidopropionyl)phosphatidylethanolamide (MP-PE), N6-(6-maleimidocaproyl)-N2-palmitoyl-L-lysine
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To develop a fluorescent ruthenium complex for biosensing, we synthesized a novel sulfhydryl-reactive compound, 4-bromophenanthroline bis-2,2'-dipyridine Ruthenium bis (hexafluorophosphate). The synthesized Ru(II) complex was crosslinked with thiol-modified protein G to form a universal reagent for fluorescent immunoassays. The resulting Ru(II)-protein
Yi Wang et al.
Nature protocols, 2(4), 972-978 (2007-04-21)
The mercaptoacetyltriglycine (MAG3) chelator has been shown to stably complex technetium-99m (99mTc) for nuclear imaging and radiorhenium (186/188Re) for tumor radiation therapy studies. The bifunctional N-hydroxysuccinimidyl ester of MAG3 with S-acetyl protection (N-hydroxysuccinimidyl S-acetylmercaptoacetyltriglycinate (NHS-MAG3)) has been successfully used to
M H Vingerhoeds et al.
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Immuno-enzymosomes are tumor-specific immunoliposomes bearing enzymes on their surface. These enzymes are capable of converting relatively nontoxic prodrugs into active cytostatic agents. The enzyme beta-glucuronidase (GUS)4 was coupled to the external surface of immunoliposomes directed against ovarian carcinoma cells. This
N S Postma et al.
Antimicrobial agents and chemotherapy, 43(5), 1027-1033 (1999-05-01)
The introduction of reactive thiol groups in recombinant human tumor necrosis factor (TNF) alpha (rhTNF-alpha) by the reagent succinimidyl-S-acetylthioacetate resulted in the formation of a chemically stabilized rhTNF-alpha trimer (rhTNFalpha-AT; as determined by sodium dodecyl sulfate-polyacrylamide gel electrophoresis analysis). rhTNFalpha-AT
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