称谓
葡萄糖 glucose 己醛糖
3D结构
C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)O)O)O$结构式:$
• D-葡萄糖
• 费歇尔投影式1
\usepackage{chemfig}
\begin{document}
\chemfig{
(-[2,1.2,,,transparent])
(-[4,0.8]H)(-[,0.8]OH)(-[2,0.8]CHO)
-[6,0.8](-[,0.8]H)(-[4,0.8]HO)
-[6,0.8](-[4,0.8]H)(-[,0.8]OH)
-[6,0.8](-[4,0.8]H)(-[,0.8]OH)(-[6,0.8]CH_2OH)
}
\end{document}• 费歇尔投影式2
\usepackage{chemfig}
\begin{document}
\chemfig[atom sep=2em,cram width=2pt]{
(-[2,1.2,,,transparent])
(-[0,]{\color{blue}OH})(-[4,]H)(-[2,,,]CH{\color{red}O})
-[6,](-[4]{\color{green}HO})(-[0,]H)
-[6,](-{\color{pink}OH})(-[4,]H)
-[6,](-{\color{Cyan}OH})(-[4,]H)(-[6]CH_2{\color{orange}OH})
}
\end{document}^01
• 键线式1
\usepackage{chemfig}
\begin{document}
\chemfig{
[:-30]
HO--[:30](<[2]OH
(-[2,0.5,,,transparent]) %上支撑
)-(<:[6]OH)-[:30](<:[2]OH)-(<:[6]OH)-[:30](=[2]O)-H
}
\end{document}• 键线式2
\usepackage{chemfig}
\begin{document}
\chemfig{
(-[2,1.5,,,transparent]) %上支撑
(-[3.5,0.8]{\color{orange}HO}
% P
( % 上边界支撑
-[2,0.5,,,,transparent]
)
)
(-[0.5,0.8]
(<[2,0.8]-[2,0.2,,,transparent]-[0,0.13,,,transparent]{\color{Cyan}OH})
(-[7.5,0.8]
(<:[6,0.8]-[6,0.2,,,transparent]-[0,0.13,,,transparent]{\color{pink}OH})
(-[.5,0.8]
(<:[2,0.8]-[2,0.2,,,transparent]-[0,0.13,,,transparent]{\color{green}OH})
(-[7.5,0.8]
(<:[6,0.8]-[6,0.2,,,transparent]-[0,0.13,,,transparent]{\color{blue}OH})
(-[.5,0.8]
=[7.5,0.8]{\color{red}O}
% P
(
% 上边界支撑
-[2,0.5,,,,transparent]
)
)
)
)
)
)
}
\end{document}^2
• α-D-吡喃葡萄糖(α-D-glucopyranose)
• P328
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%[:-30]
%C4
(-[2,0.5]H)(-[6,0.5,,2]HO)
*6(
%C3
<(-[6,0.5]H)(-[2,0.5]OH)
%C2
-[,1,,, line width=2pt](-[2,0.5]H)(-[6,0.5]OH)
%C1
>(-[2,0.5]H)(-[6,0.5]OH)
-O-
(-[2,0.5,,3]HOCH_2
% 上边界支撑
-[2,0.5,,,,transparent]
)-
)
}
\end{document}^1
• P328
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
[2]*6(
%2
(-[6,0.5]OH)(-[2,0.5]H)
%1
>(-[6,0.5]OH)(-[2,0.5]H)
%O
-O
%5
-(-[2,0.5,,3]HOCH_2
% 上边界支撑
-[2,0.5,,,,transparent]
)
%4
-(-[6,0.5,,2]HO)(-[2,0.5]H)
%3
<(-[2,0.5,,]OH)(-[6,0.5]H)
-[,,,,line width=2pt](-[6,0.5]OH)
)
}
\end{document}哈沃斯投影式
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
HO
%4
-[2,0.5,2]?
%3
<[7,0.7](-[2,0.5]OH)
%2
-[,,,,line width=2pt](-[6,0.5]OH)
%1
>[1,0.7](-[6,0.5]OH)
-[3,0.7]O-[4]?(
%5
-[2,0.3]
%6
-[3,0.5]HO
% 上边界支撑
-[2,0.5,,,,transparent]
)
}
\end{document}\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%[:-30]
%C4
(-[2,0.5]H)(-[6,0.5,,2]HO)
*6(
%C3
<(-[6,0.5]H)(-[2,0.5]OH)
%C2
-[,1,,, line width=2pt](-[2,0.5]H)(-[6,0.5]OH)
%C1
>(-[2,0.5]H)(-[6,0.5]OH)
-O-
(-[2,0.3]-[3,0.5]HO)-
)
}
\end{document}\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%1号C位
(-[6,0.5]OH)(-[2,0.5]H)
(<[5,1]
(-[6,0.5]OH
% 上边界支撑
-[2,0.5,,,,transparent]
)
(-[4,1,,, line width=2pt]
(-[2,0.5]OH)
(>[3,1] %4号C位
(-[6,0.5]OH)(-[2,0.5]H)
(-[1,1]
(-[2.7,1]
(-[1.3,1]OH)
)
(-[,1]O
(-[7,1])
)
)
)
)
)
}
\end{document}• β-D-吡喃葡萄糖(β-D-glucopyranose)
哈沃斯投影式
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
HO
%4
-[2,0.5,2]?
%3
<[7,0.7](-[2,0.5]OH)
%2
-[,,,,line width=2pt](-[6,0.5]OH)
%1
>[1,0.7](-[2,0.5]OH)
-[3,0.7]O-[4]?(
%5
-[2,0.3]
%6
-[3,0.5]HO
% 上边界支撑
-[2,0.5,,,,transparent]
)
}
\end{document}\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%1号C位
(-[2,0.5]OH)(-[6,0.5]H)
(<[5,1]
(-[6,0.5]OH)
(-[4,1,,, line width=2pt]
(-[2,0.5]OH)
(>[3,1] %4号C位
(-[6,0.5]OH)(-[2,0.5]H)
(-[1,1]
(-[2.7,1]
(-[1.3,1]OH
% 上边界支撑
-[2,0.5,,,,transparent]
)
)
(-[,1]O
(-[7,1])
)
)
)
)
)
}
\end{document}• 环状透视式(哈沃斯投影式 / Haworth Projection)
\usepackage{chemfig}
\definecolor{cpk_P}{rgb}{1.00, 0.50, 0.00} % P
\begin{document}
\chemname{
\chemfig[cram width=2pt]{
%[:-30]
%C4
(-[2,0.5]H)(-[6,0.35,,]-[6,0.15,,,transparent]-[4,0.13,,,transparent]{\color{pink}HO})
*6(
%C3
<(-[6,0.5]H)(-[2,0.35]-[2,0.15,,,transparent]-[0,0.13,,,transparent]{\color{green}OH})
%C2
-[,1,,, line width=2pt](-[2,0.5]H)(-[6,0.35]-[6,0.15,,,transparent]-[0,0.13,,,transparent]{\color{blue}OH})
%C1
>(-[6,0.5]H)(-[2,0.35]-[2,0.15,,,transparent]-[0,0.15,,,transparent]{\color{red}OH})
-{\color{Cyan}O}-
%C6
(-[2.7,1]
(-[1.3,1]{\color{orange}OH}
% 上边界支撑
-[2,0.5,,,,transparent]
)
)
%C5
-
)
}
}{}
\end{document}^4
• α-D-呋喃葡萄糖(α-D-glucofuranose)
哈沃斯投影式
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%H
%4
%-[2,0.5,]
?(
%5
-[2,0.5]C(-[,0.3]H)(-[4,0.5]HO)
%6
-[2,0.5]CH_2OH
% 上边界支撑
-[2,0.5,,,,transparent]
)
%3
<[7,0.7](-[2,0.5]OH)
%2
-[,,,,line width=2pt](-[6,0.5]OH)
%1
>[1,0.7](-[6,0.5]OH)
-[3.3,1.2]O?
}
\end{document}\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%1号C位
(-[6,0.5]OH)(-[2,0.5]H)
(<[5,1]
(-[6,0.5]OH)
(-[4,1,,, line width=2pt]
(-[2,0.5]OH)
(>[3,1] %4号C位
(-[6,0.5]H)(-[2,0.5]C(-[,0.3]H)(-[4,0.5]HO)(-[2,0.5]CH_2OH)
% 上边界支撑
-[2,1.1,,,,transparent]
)
(-[0.5,1.3]O
(-[7.5,1.3])
)
)
)
)
}
\end{document}• β-D-呋喃葡萄糖(β-D-glucofuranose)
• 哈沃斯投影式1
\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%H
%4
%-[2,0.5,]
?(
%5
-[2,0.5]C(-[,0.3]H)(-[4,0.5]HO)
%6
-[2,0.5]CH_2OH
% 上边界支撑
-[2,0.5,,,,transparent]
)
%3
<[7,0.7](-[2,0.5]OH)
%2
-[,,,,line width=2pt](-[6,0.5]OH)
%1
>[1,0.7](-[2,0.5]OH)
-[3.3,1.2]O?
}
\end{document}\usepackage{chemfig}
\begin{document}
\chemfig[cram width=2pt]{
%1号C位
(-[2,0.5]OH)(-[6,0.5]H)
(<[5,1]
(-[6,0.5]OH)
(-[4,1,,, line width=2pt]
(-[2,0.5]OH)
(>[3,1] %4号C位
(-[6,0.5]H)(-[2,0.5]C(-[,0.3]H)(-[4,0.5]HO)(-[2,0.5]CH_2OH)
% 上边界支撑
-[2,1.1,,,,transparent]
)
(-[0.5,1.3]O
(-[7.5,1.3])
)
)
)
)
}
\end{document}• 哈沃斯投影式2
\usepackage{chemfig}
\begin{document}
\chemname{
\chemfig[cram width=2pt]{
%5-6
(-[0.7,1.25]{\color{pink}O})
%6
(-[6,0.5]H)(-[2,0.5]C(-[,0.3]H)(-[4,0.5]{\color{Cyan}HO})(-[2,0.5]CH_2{\color{orange}OH})
% 上边界支撑
-[2,1.1,,,,transparent]
)
%4
<[6.75,](-[2,0.35]-[2,0.15,,,transparent]-[0,0.13,,,transparent]{\color{green}OH})(-[6,0.5]H)
%3
-[,,,, line width=2pt](-[6,0.35,,]-[6,0.15,,,transparent]-[,0.13,,,transparent]{\color{blue}OH})(-[2,0.5]H)
%2
>[1.25,](-[2,0.35]-[2,0.15,,,transparent]-[0,0.13,,,transparent]{\color{red}OH})(-[3.3,1.05])
%1
-[6,0.5]H
}
}{}
\end{document}^3
---
• D-葡萄糖
\usepackage{chemfig}
\begin{document}
\chemfig{
(-[,0.8]H)(-[4,0.8]HO)(-[2,0.8]CH_2OH)
-[6,0.8](-[,0.8]H)(-[4,0.8]HO)
-[6,0.8](-[4,0.8]H)(-[,0.8]OH)
-[6,0.8](-[,0.8]H)(-[4,0.8]HO)(-[6,0.8]CHO)
}
\end{document}-
\usepackage{chemfig}
\begin{document}
\chemfig{
(-[,0.5]OH)
(<[5,0.5]
(-[7,0.5]OH)
(-[4,0.5,,, line width=2pt]
(-[5,0.5]HO)
(>[3,0.5]
(-[4,0.5]HO)
(-[1,0.5]
(-[2,0.5]
(-[3.5,0.8]HO)
)
(-[,0.5]O
(-[7,0.5])
)
)
)
)
)
}
\end{document}-
\usepackage{chemfig}
\begin{document}
\chemfig{
HO-[,0.5]
(-[1,0.5]
(-[2,0.5]
(-[3.5,0.8]HO)
)
(-[,0.5]O
(-[7,0.5]
(-[,0.5]OH)
(<[5,0.5]
(-[7,0.5]OH)
(-[4,0.5,,, line width=2pt]
(-[5,0.5]HO)
(>[3,0.5]
)
)
)
)
)
)
}
\end{document}-
C(C1C(C(C(C(O1)O)O)O)O)O• D-吡喃葡萄糖
异构说明
存在[[异头异构体(anomers)]]
• 1位C的$-OH$方向
| $-OH$方向 | | | ------- | --- | | ↓ | α构型 | | ↑ | β构型 |
• O跟几号C位连接
| O跟几号C位连接 | | | -------- | ---- | | 4 | 吡喃构型 | | 5 | 呋喃异构 |
产生
参与反应
[[HK:催化反应1--葡萄糖磷酸化]]