72040-64-3
基本信息
生物素氨基己酸
6-生物素氨基己酸
生物素酰基-6-氨基己酸
生物素酰基-6-氨基己酸 1G
N-(+)-生物素基-6-氨基己酸
N-(+)-生物素酰基-6-氨基己酸
BIOTIN-LC
BIOTIN CAPROIC ACID
N-BIOTINYLCAPROIC ACID
D-BIOTIN-AMIDOCAPROIC ACID
6-BiotinaMidohexanoic Acid
Biotin-6-aMinohexanoic acid
(+)-Biotin-ω-aminocaproic acid
6-[(Biotinyl)amino]hexanoic acid
6-[(+)-BIOTINYL]AMINOCAPROIC ACID
物理化学性质
| 熔点 | 220-230 °C (dec.) |
| 沸点 | 721.3±55.0 °C(Predicted) |
| 密度 | 1.200±0.06 g/cm3(Predicted) |
| 储存条件 | -20°C冷冻 |
| 溶解度 | 二甲基亚砜(微溶) |
| 酸度系数(pKa) | 4.75±0.10(Predicted) |
| 形态 | 固体 |
| 颜色 | 白色 |
| BRN | 706392 |
| 稳定性 | 吸湿!在惰性气氛下储存。 |
| InChI | InChI=1S/C16H27N3O4S/c20-13(17-9-5-1-2-8-14(21)22)7-4-3-6-12-15-11(10-24-12)18-16(23)19-15/h11-12,15H,1-10H2,(H,17,20)(H,21,22)(H2,18,19,23)/t11-,12-,15-/m0/s1 |
| InChIKey | CMUGHZFPFWNUQT-HUBLWGQQSA-N |
| SMILES | C(O)(=O)CCCCCNC(=O)CCCC[C@H]1[C@@]2([H])NC(=O)N[C@@]2([H])CS1 |
安全数据
| 危险性符号(GHS) | ![]() GHS07 |
| 警示词 | 警告 |
| 危险性描述 | H302-H315-H319-H335 |
| 防范说明 | P261-P305+P351+P338 |
| 安全说明 | 22-24/25 |
| WGK Germany | 3 |
| F | 10 |
| 海关编码 | 29349990 |
制备方法
35013-72-0
60-32-2
72040-64-3
以2,5-二氧代吡咯烷-1-基 5-((3aS,4S,6aR)-2-氧代六氢-1H-噻吩并[3,4-d]咪唑-4-基)戊酸酯和6-氨基己酸为原料,合成N-生物素己酸的一般步骤如下:将ε-氨基己酸(966 mg,8.4 mmol)溶解于30 mL 1M NaHCO3水溶液中。随后,向该溶液中缓慢滴加溶解于35 mL DMF中的N-羟基琥珀酰亚胺生物素(3.09 g),并在室温下搅拌反应混合物16小时。反应完成后,通过减压浓缩去除部分溶剂,然后加入150 mL柠檬酸水溶液(100 g/L),并在60℃下搅拌30分钟。过滤收集沉淀物,并用蒸馏水洗涤。将所得沉淀物溶解于异丙醇和水的混合溶剂(8:2,v/v)中,并于4℃下保存,最终得到纯的N-生物素己酸(1.455 g,产率50%),为淡黄色晶体。产物经IR(KBr)检测显示特征吸收峰:3200-3500, 3070, 2932, 2859, 1696, 1644, 1543, 1475, 1391, 1324, 1265, 1118 cm-1。1H NMR(600 MHz, DMSO-d6)数据:δ 7.75(1H, t, J = 5.4 Hz, C6-NH),6.45(1H, s, C13-NH),6.38(1H, s, C14-NH),4.35-4.27(1H, m, H-14),4.12(1H, m, H-13),3.09(1H, m, H-12),3.00(1H, m, H-6),2.82(1H, dd, J = 12.4, 5.1 Hz, H-15a),2.57(1H, d, J = 12.4 Hz, H-15b),2.19(2H, t, J = 7.4 Hz, H-2),2.04(2H, t, J = 7.3 Hz, H-8),1.20-1.67(14H, m)。13C NMR(150 MHz, DMSO-d6)数据:δ 171.84(C-1, C-7),162.74(C-16),61.06(C-13),59.20(C-14),55.44(C-12),39.68(C-15),38.25(C-6),35.21(C-8),29.05(C-2),28.92, 28.21, 28.04, 26.04, 25.73, 25.36。
参考文献:
[1] Chemical Communications, 2009, # 33, p. 5030 - 5032
[2] European Journal of Medicinal Chemistry, 2014, vol. 71, p. 219 - 228
[3] RSC Advances, 2018, vol. 8, # 57, p. 32775 - 32793
常见问题列表
Synthesis of
p
-nitrophenyl N-acetyllactosaminide with β-D-galactosidase, chemical reduction of the p-nitrophenyl group, and sialylation with sialyltransferase. The
p
-aminophenyl glycosides are then successfully biotin-labeled through the coupling with N-(+)-biotinyl-6- aminohexanoic acid to afford biotinylated oligosaccharides with an aminohexanosyl group and phenyl group as the spacers between the biotin and glycan.
The SERS (surface-enhanced Raman scattering) of cyclohexyl isocyanide that silver nanoparticles modified with N-(+)-biotinyl-6-aminocaproic acid and cyclohexyl isocyanide can be anchored on a separate biotinylated substrate via the avidin-biotin interaction.
N-生物素己酸价格(试剂级)
| 报价日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
| 2025/05/22 | XW7204064302 | 6-生物素氨基己酸 | 72040-64-3 | 500MG | 308元 |
| 2025/05/22 | B2433 | 6-生物素氨基己酸 6-Biotinamidohexanoic Acid | 72040-64-3 | 100mg | 70元 |
| 2025/05/22 | XW7204064301 | 6-生物素氨基己酸 | 72040-64-3 | 100MG | 76元 |
