diff --git a/rhodecode/model/db.py b/rhodecode/model/db.py
--- a/rhodecode/model/db.py
+++ b/rhodecode/model/db.py
@@ -265,7 +265,7 @@ class User(Base, BaseModel):
     admin = Column("admin", Boolean(), nullable=True, unique=None, default=False)
     name = Column("name", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
     lastname = Column("lastname", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
-    email = Column("email", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
+    _email = Column("email", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
     last_login = Column("last_login", DateTime(timezone=False), nullable=True, unique=None, default=None)
     ldap_dn = Column("ldap_dn", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
     api_key = Column("api_key", String(length=255, convert_unicode=False, assert_unicode=None), nullable=True, unique=None, default=None)
@@ -281,6 +281,14 @@ class User(Base, BaseModel):
 
     notifications = relationship('UserNotification',)
 
+    @hybrid_property
+    def email(self):
+        return self._email
+
+    @email.setter
+    def email(self, val):
+        self._email = val.lower() if val else None
+
     @property
     def full_name(self):
         return '%s %s' % (self.name, self.lastname)
@@ -324,8 +332,11 @@ class User(Base, BaseModel):
         return q.scalar()
 
     @classmethod
-    def get_by_email(cls, email, cache=False):
-        q = cls.query().filter(cls.email == email)
+    def get_by_email(cls, email, case_insensitive=False, cache=False):
+        if case_insensitive:
+            q = cls.query().filter(cls.email.ilike(email))
+        else:
+            q = cls.query().filter(cls.email == email)
 
         if cache:
             q = q.options(FromCache("sql_cache_short",
diff --git a/rhodecode/model/forms.py b/rhodecode/model/forms.py
--- a/rhodecode/model/forms.py
+++ b/rhodecode/model/forms.py
@@ -396,7 +396,7 @@ class ValidPerms(formencode.validators.F
 class ValidSettings(formencode.validators.FancyValidator):
 
     def to_python(self, value, state):
-        #settings  form can't edit user
+        # settings  form can't edit user
         if value.has_key('user'):
             del['value']['user']
 
@@ -416,7 +416,7 @@ def UniqSystemEmail(old_data):
         def to_python(self, value, state):
             value = value.lower()
             if old_data.get('email') != value:
-                user = User.query().filter(User.email == value).scalar()
+                user = User.get_by_email(value, case_insensitive=True)
                 if user:
                     raise formencode.Invalid(
                                     _("This e-mail address is already taken"),
@@ -428,7 +428,7 @@ def UniqSystemEmail(old_data):
 class ValidSystemEmail(formencode.validators.FancyValidator):
     def to_python(self, value, state):
         value = value.lower()
-        user = User.query().filter(User.email == value).scalar()
+        user = User.get_by_email(value, case_insensitive=True)
         if  user is None:
             raise formencode.Invalid(_("This e-mail address doesn't exist.") ,
                                      value, state)