diff --git a/novelwriter/gui/doceditor.py b/novelwriter/gui/doceditor.py
index b31aaed0..a4191963 100644
--- a/novelwriter/gui/doceditor.py
+++ b/novelwriter/gui/doceditor.py
@@ -2334,11 +2334,11 @@ class TextAutoReplace:
         t3 = text[-3:]
         t4 = text[-4:]
 
-        leading = t2[:1].isspace()
         if self._replaceDQuote and t1 == '"':
+            # Process Double Quote
             if pos == 1:
                 return 1, self._quoteDO
-            elif leading and t2.endswith('"'):
+            elif t2[:1].isspace() and t2.endswith('"'):
                 return 1, self._quoteDO
             elif pos == 2 and t2 == '>"':
                 return 1, self._quoteDO
@@ -2346,19 +2346,20 @@ class TextAutoReplace:
                 return 1, self._quoteDO
             elif pos == 2 and t2 == '_"':
                 return 1, self._quoteDO
-            elif t3 == ' _"':
+            elif t3[:1].isspace() and t3.endswith('_"'):
                 return 1, self._quoteDO
             elif pos == 3 and t3 in ('**"', '=="', '~~"'):
                 return 1, self._quoteDO
-            elif t4 in (' **"', ' =="', ' ~~"'):
+            elif t4[:1].isspace() and t4.endswith(('**"', '=="', '~~"')):
                 return 1, self._quoteDO
             else:
                 return 1, self._quoteDC
 
         if self._replaceSQuote and t1 == "'":
+            # Process Single Quote
             if pos == 1:
                 return 1, self._quoteSO
-            elif leading and t2.endswith("'"):
+            elif t2[:1].isspace() and t2.endswith("'"):
                 return 1, self._quoteSO
             elif pos == 2 and t2 == ">'":
                 return 1, self._quoteSO
@@ -2366,16 +2367,17 @@ class TextAutoReplace:
                 return 1, self._quoteSO
             elif pos == 2 and t2 == "_'":
                 return 1, self._quoteSO
-            elif t3 == " _'":
+            elif t3[:1].isspace() and t3.endswith("_'"):
                 return 1, self._quoteSO
             elif pos == 3 and t3 in ("**'", "=='", "~~'"):
                 return 1, self._quoteSO
-            elif t4 in (" **'", " =='", " ~~'"):
+            elif t4[:1].isspace() and t4.endswith(("**'", "=='", "~~'")):
                 return 1, self._quoteSO
             else:
                 return 1, self._quoteSC
 
         if self._replaceDash and t1 == "-":
+            # Process Dashes
             if t4 == "----":
                 return 4, "\u2015"  # Horizontal bar
             elif t3 == "---":
@@ -2388,6 +2390,7 @@ class TextAutoReplace:
                 return 2, "\u2015"  # Horizontal bar
 
         if self._replaceDots and t3 == "...":
+            # Process Dots
             return 3, "\u2026"  # Ellipsis
 
         if t1 == "\u2028":  # Line separator
diff --git a/tests/test_gui/test_gui_doceditor.py b/tests/test_gui/test_gui_doceditor.py
index b01871b0..d0ec924d 100644
--- a/tests/test_gui/test_gui_doceditor.py
+++ b/tests/test_gui/test_gui_doceditor.py
@@ -2370,12 +2370,16 @@ def testGuiEditor_TextAutoReplaceSymbols():
     assert ar._determine(*prep('>>"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep('_"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep(' _"')) == (1, nwUnicode.U_LDQUO)
+    assert ar._determine(*prep('\u00a0_"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep('**"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep(' **"')) == (1, nwUnicode.U_LDQUO)
+    assert ar._determine(*prep('\u00a0**"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep('=="')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep(' =="')) == (1, nwUnicode.U_LDQUO)
+    assert ar._determine(*prep('\u00a0=="')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep('~~"')) == (1, nwUnicode.U_LDQUO)
     assert ar._determine(*prep(' ~~"')) == (1, nwUnicode.U_LDQUO)
+    assert ar._determine(*prep('\u00a0~~"')) == (1, nwUnicode.U_LDQUO)
 
     # Double Quote Close
     assert ar._determine(*prep('Stuff"')) == (1, nwUnicode.U_RDQUO)
@@ -2387,12 +2391,16 @@ def testGuiEditor_TextAutoReplaceSymbols():
     assert ar._determine(*prep(">>'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep("_'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep(" _'")) == (1, nwUnicode.U_LSQUO)
+    assert ar._determine(*prep("\u00a0_'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep("**'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep(" **'")) == (1, nwUnicode.U_LSQUO)
+    assert ar._determine(*prep("\u00a0**'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep("=='")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep(" =='")) == (1, nwUnicode.U_LSQUO)
+    assert ar._determine(*prep("\u00a0=='")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep("~~'")) == (1, nwUnicode.U_LSQUO)
     assert ar._determine(*prep(" ~~'")) == (1, nwUnicode.U_LSQUO)
+    assert ar._determine(*prep("\u00a0~~'")) == (1, nwUnicode.U_LSQUO)
 
     # Single Quote Close
     assert ar._determine(*prep("Stuff'")) == (1, nwUnicode.U_RSQUO)