diff --git a/pkgs/development/interpreters/python/cpython/2.7/default.nix b/pkgs/development/interpreters/python/cpython/2.7/default.nix
index 894a9b084c6..bc90d93a7e3 100644
--- a/pkgs/development/interpreters/python/cpython/2.7/default.nix
+++ b/pkgs/development/interpreters/python/cpython/2.7/default.nix
@@ -22,6 +22,7 @@
 , sourceVersion
 , sha256
 , passthruFun
+, static ? false
 }:
 
 assert x11Support -> tcl != null
@@ -164,7 +165,8 @@ let
   ]
     # Never even try to use lchmod on linux,
     # don't rely on detecting glibc-isms.
-  ++ optional stdenv.hostPlatform.isLinux "ac_cv_func_lchmod=no";
+  ++ optional stdenv.hostPlatform.isLinux "ac_cv_func_lchmod=no"
+  ++ optional static "LDFLAGS=-static";
 
   buildInputs =
     optional (stdenv ? cc && stdenv.cc.libc != null) stdenv.cc.libc ++
diff --git a/pkgs/tools/system/proot/default.nix b/pkgs/tools/system/proot/default.nix
index c8028ed74a7..79b86f1383c 100644
--- a/pkgs/tools/system/proot/default.nix
+++ b/pkgs/tools/system/proot/default.nix
@@ -3,13 +3,13 @@
 
 stdenv.mkDerivation rec {
   pname = "proot";
-  version = "5.1.0.20190305";
+  version = "20190510";
 
   src = fetchFromGitHub {
     repo = "proot";
     owner = "proot-me";
-    rev = "ff61c86cb26f71c06af22574d9d4cc3a77292781";
-    sha256 = "0qink34bjv0lshf3c8997w39r8yxgbhxpjbxw47l5xkvimlpc0dl";
+    rev = "803e54d8a1b3d513108d3fc413ba6f7c80220b74";
+    sha256 = "0gwzqm5wpscj3fchlv3qggf3zzn0v00s4crb5ciwljan1zrqadhy";
   };
 
   postPatch = ''
diff --git a/pkgs/top-level/all-packages.nix b/pkgs/top-level/all-packages.nix
index 0915e80e9c2..de598c1cb14 100644
--- a/pkgs/top-level/all-packages.nix
+++ b/pkgs/top-level/all-packages.nix
@@ -6714,7 +6714,7 @@ in
     deps = [ python ];
     substitutions = {
       inherit waf;
-      crossFlags = lib.optionalString (stdenv.hostPlatform != stdenv.targetPlatform)
+      crossFlags = lib.optionalString (stdenv.hostPlatform.system != stdenv.targetPlatform.system)
         ''--cross-compile "--cross-execute=${stdenv.targetPlatform.emulator pkgs}"'';
     };
   } ../development/tools/build-managers/waf/setup-hook.sh;
diff --git a/pkgs/top-level/static.nix b/pkgs/top-level/static.nix
index 3b8e40ea041..bee6761c285 100644
--- a/pkgs/top-level/static.nix
+++ b/pkgs/top-level/static.nix
@@ -158,4 +158,6 @@ in {
     };
   };
 
+  python27 = super.python27.override { static = true; };
+
 }