diff --git a/pkgs/tools/typesetting/asciidoctor/Gemfile b/pkgs/tools/typesetting/asciidoctor/Gemfile
index 4edebabc4cd..bdaf1721227 100644
--- a/pkgs/tools/typesetting/asciidoctor/Gemfile
+++ b/pkgs/tools/typesetting/asciidoctor/Gemfile
@@ -5,3 +5,4 @@ gem 'asciidoctor-pdf'
 gem 'asciidoctor-mathematical'
 gem 'coderay'
 gem 'pygments.rb'
+gem 'rouge'
diff --git a/pkgs/tools/typesetting/asciidoctor/Gemfile.lock b/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
index 7416bd0268e..2195e224bf8 100644
--- a/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
+++ b/pkgs/tools/typesetting/asciidoctor/Gemfile.lock
@@ -54,9 +54,10 @@ GEM
     prawn-templates (0.1.1)
       pdf-reader (~> 2.0)
       prawn (~> 2.2)
-    public_suffix (3.1.0)
+    public_suffix (3.1.1)
     pygments.rb (1.2.1)
       multi_json (>= 1.0.0)
+    rouge (3.5.1)
     ruby-enum (0.7.2)
       i18n
     ruby-rc4 (0.1.5)
@@ -76,6 +77,7 @@ DEPENDENCIES
   asciidoctor-pdf
   coderay
   pygments.rb
+  rouge
 
 BUNDLED WITH
    1.17.2
diff --git a/pkgs/tools/typesetting/asciidoctor/default.nix b/pkgs/tools/typesetting/asciidoctor/default.nix
index 760cc41609e..0f9bb0ef7de 100644
--- a/pkgs/tools/typesetting/asciidoctor/default.nix
+++ b/pkgs/tools/typesetting/asciidoctor/default.nix
@@ -1,10 +1,10 @@
-{ stdenv, lib, bundlerApp, ruby
+{ stdenv, lib, bundlerApp, ruby, bundix, mkShell
   # Dependencies of the 'mathematical' package
 , cmake, bison, flex, glib, pkgconfig, cairo
 , pango, gdk_pixbuf, libxml2, python3, patchelf
 }:
 
-bundlerApp {
+bundlerApp rec {
   inherit ruby;
   pname = "asciidoctor";
   gemdir = ./.;
@@ -43,6 +43,12 @@ bundlerApp {
     };
   };
 
+  passthru.updateShell = mkShell {
+    buildInputs = (gemConfig.mathematical {}).buildInputs ++ [
+      bundix
+    ];
+  };
+
   meta = with lib; {
     description = "A faster Asciidoc processor written in Ruby";
     homepage = https://asciidoctor.org/;
diff --git a/pkgs/tools/typesetting/asciidoctor/gemset.nix b/pkgs/tools/typesetting/asciidoctor/gemset.nix
index aef9061e130..3e416600822 100644
--- a/pkgs/tools/typesetting/asciidoctor/gemset.nix
+++ b/pkgs/tools/typesetting/asciidoctor/gemset.nix
@@ -237,10 +237,10 @@
     platforms = [];
     source = {
       remotes = ["https://rubygems.org"];
-      sha256 = "1c7c5xxkx91hwj4572hbnyvxmydb90q69wlpr2l0dxrmwx2p365l";
+      sha256 = "0g9ds2ffzljl6jjmkjffwxc1z6lh5nkqqmhhkxjk71q5ggv0rkpm";
       type = "gem";
     };
-    version = "3.1.0";
+    version = "3.1.1";
   };
   "pygments.rb" = {
     dependencies = ["multi_json"];
@@ -253,6 +253,16 @@
     };
     version = "1.2.1";
   };
+  rouge = {
+    groups = ["default"];
+    platforms = [];
+    source = {
+      remotes = ["https://rubygems.org"];
+      sha256 = "0yfhazlhjc4abgzhkgq8zqmdphvkh52211widkl4zhsbhqh8wg2q";
+      type = "gem";
+    };
+    version = "3.5.1";
+  };
   ruby-enum = {
     dependencies = ["i18n"];
     groups = ["default"];
diff --git a/pkgs/tools/typesetting/asciidoctor/update.sh b/pkgs/tools/typesetting/asciidoctor/update.sh
new file mode 100755
index 00000000000..db7511330be
--- /dev/null
+++ b/pkgs/tools/typesetting/asciidoctor/update.sh
@@ -0,0 +1,6 @@
+#!/usr/bin/env bash
+rm gemset.nix Gemfile.lock
+nix-shell ../../../.. -A asciidoctor.updateShell --run '
+  bundix -m --bundle-pack-path $TMPDIR/asciidoctor-ruby-bundle
+'
+rm -r .bundle