diff --git a/src/Database/Adapter/Mongo.php b/src/Database/Adapter/Mongo.php
index c52915946..136ebac0f 100644
--- a/src/Database/Adapter/Mongo.php
+++ b/src/Database/Adapter/Mongo.php
@@ -2460,6 +2460,18 @@ protected function getInternalKeyForAttribute(string $attribute): string
         };
     }
 
+    /**
+     * @return list<string>
+     */
+    private function permissionStrings(string $type): array
+    {
+        $permissions = [];
+        foreach ($this->authorization->getRoles() as $role) {
+            $permissions[] = $type . '("' . $role . '")';
+        }
+
+        return $permissions;
+    }
 
     /**
      * Find Documents
@@ -2497,8 +2509,7 @@ public function find(Document $collection, array $queries = [], ?int $limit = 25
 
         // permissions
         if ($this->authorization->getStatus()) {
-            $roles = \implode('|', $this->authorization->getRoles());
-            $filters['_permissions']['$in'] = [new Regex("{$forPermission}\\(\"(?:{$roles})\"\\)", 'i')];
+            $filters['_permissions']['$in'] = $this->permissionStrings($forPermission);
         }
 
         $options = [];
@@ -2750,8 +2761,7 @@ public function count(Document $collection, array $queries = [], ?int $max = nul
 
         // Add permissions filter if authorization is enabled
         if ($this->authorization->getStatus()) {
-            $roles = \implode('|', $this->authorization->getRoles());
-            $filters['_permissions']['$in'] = [new Regex("read\\(\"(?:{$roles})\"\\)", 'i')];
+            $filters['_permissions']['$in'] = $this->permissionStrings(Database::PERMISSION_READ);
         }
 
         /**
@@ -2850,8 +2860,7 @@ public function sum(Document $collection, string $attribute, array $queries = []
 
         // permissions
         if ($this->authorization->getStatus()) { // skip if authorization is disabled
-            $roles = \implode('|', $this->authorization->getRoles());
-            $filters['_permissions']['$in'] = [new Regex("read\\(\"(?:{$roles})\"\\)", 'i')];
+            $filters['_permissions']['$in'] = $this->permissionStrings(Database::PERMISSION_READ);
         }
 
         // using aggregation to get sum an attribute as described in
diff --git a/tests/e2e/Adapter/Scopes/PermissionTests.php b/tests/e2e/Adapter/Scopes/PermissionTests.php
index c3af74495..a97f9691c 100644
--- a/tests/e2e/Adapter/Scopes/PermissionTests.php
+++ b/tests/e2e/Adapter/Scopes/PermissionTests.php
@@ -1312,4 +1312,79 @@ public function testCreateRelationDocumentWithoutUpdatePermission(): void
         $database->deleteCollection('childRelationTest');
     }
 
+    public function testDocumentPermissionRolesAreMatchedExactly(): void
+    {
+        /** @var Database $database */
+        $database = $this->getDatabase();
+        $authorization = $database->getAuthorization();
+        $collection = 'perm_exact_' . uniqid();
+
+        $database->createCollection($collection, permissions: [
+            Permission::create(Role::any()),
+        ], documentSecurity: true);
+        $database->createAttribute($collection, 'amount', Database::VAR_INTEGER, 0, true);
+
+        $authorization->skip(function () use ($database, $collection): void {
+            $database->createDocument($collection, new Document([
+                '$id' => 'alice0',
+                '$permissions' => [Permission::read(Role::user('alice0'))],
+                'amount' => 10,
+            ]));
+            $database->createDocument($collection, new Document([
+                '$id' => 'alice9',
+                '$permissions' => [Permission::read(Role::user('alice9'))],
+                'amount' => 20,
+            ]));
+            $database->createDocument($collection, new Document([
+                '$id' => 'mass',
+                '$permissions' => [Permission::read(Role::user('a3f9c1e0b2d4a6f8c1e0'))],
+                'amount' => 30,
+            ]));
+            $database->createDocument($collection, new Document([
+                '$id' => 'literal',
+                '$permissions' => [Permission::read(Role::user('alice.'))],
+                'amount' => 40,
+            ]));
+        });
+
+        $authorization->cleanRoles();
+        $authorization->addRole(Role::user('alice.')->toString());
+
+        $this->assertSame(['literal'], $this->documentIds($database->find($collection)));
+        $this->assertSame(1, $database->count($collection));
+        $this->assertSame(40, (int) $database->sum($collection, 'amount'));
+        $this->assertTrue($database->getDocument($collection, 'alice0')->isEmpty());
+        $this->assertSame('literal', $database->getDocument($collection, 'literal')->getId());
+
+        $authorization->cleanRoles();
+        $authorization->addRole(Role::user('a' . \str_repeat('.', 19))->toString());
+
+        $this->assertSame([], $this->documentIds($database->find($collection)));
+        $this->assertSame(0, $database->count($collection));
+        $this->assertSame(0, (int) $database->sum($collection, 'amount'));
+        $this->assertTrue($database->getDocument($collection, 'mass')->isEmpty());
+
+        $authorization->cleanRoles();
+        $authorization->addRole(Role::user('alice0')->toString());
+
+        $this->assertSame(['alice0'], $this->documentIds($database->find($collection)));
+        $this->assertSame(1, $database->count($collection));
+        $this->assertSame(10, (int) $database->sum($collection, 'amount'));
+        $this->assertSame('alice0', $database->getDocument($collection, 'alice0')->getId());
+
+        $database->deleteCollection($collection);
+    }
+
+    /**
+     * @param array<Document> $documents
+     * @return list<string>
+     */
+    private function documentIds(array $documents): array
+    {
+        return \array_values(\array_map(
+            static fn (Document $document): string => $document->getId(),
+            $documents,
+        ));
+    }
+
 }
diff --git a/tests/unit/MongoPermissionStringsTest.php b/tests/unit/MongoPermissionStringsTest.php
new file mode 100644
index 000000000..25cf69da9
--- /dev/null
+++ b/tests/unit/MongoPermissionStringsTest.php
@@ -0,0 +1,85 @@
+<?php
+
+namespace Tests\Unit;
+
+use PHPUnit\Framework\TestCase;
+use ReflectionClass;
+use ReflectionMethod;
+use Utopia\Database\Adapter\Mongo;
+use Utopia\Database\Database;
+use Utopia\Database\Validator\Authorization;
+
+class MongoPermissionStringsTest extends TestCase
+{
+    public function testPeriodInRoleIsLiteralNotRegexWildcard(): void
+    {
+        $this->assertSame(
+            ['read("user:alice.")'],
+            $this->permissionStrings(['user:alice.'], Database::PERMISSION_READ)
+        );
+    }
+
+    public function testMassReadDotPaddingStaysExact(): void
+    {
+        $role = 'user:a' . \str_repeat('.', 19);
+
+        $this->assertSame(
+            ['read("' . $role . '")'],
+            $this->permissionStrings([$role], Database::PERMISSION_READ)
+        );
+    }
+
+    public function testMatchingIsCaseSensitiveAndUsesRequestedType(): void
+    {
+        $this->assertSame(
+            ['update("user:alice")'],
+            $this->permissionStrings(['user:alice'], Database::PERMISSION_UPDATE)
+        );
+    }
+
+    public function testMultipleRolesMapToExactPermissionStrings(): void
+    {
+        $this->assertSame(
+            ['read("user:alice")', 'read("users")'],
+            $this->permissionStrings(['user:alice', 'users'], Database::PERMISSION_READ)
+        );
+    }
+
+    public function testEmptyRolesProduceEmptyList(): void
+    {
+        $this->assertSame([], $this->permissionStrings([], Database::PERMISSION_READ));
+    }
+
+    public function testValuesAreStringsNotRegex(): void
+    {
+        foreach ($this->permissionStrings(['user:alice.'], Database::PERMISSION_READ) as $value) {
+            $this->assertIsString($value);
+            $this->assertStringStartsWith('read("', $value);
+            $this->assertStringEndsWith('")', $value);
+        }
+    }
+
+    /**
+     * @param list<string> $roles
+     * @return list<string>
+     */
+    private function permissionStrings(array $roles, string $type): array
+    {
+        $authorization = new Authorization();
+        $authorization->enable();
+        $authorization->cleanRoles();
+        foreach ($roles as $role) {
+            $authorization->addRole($role);
+        }
+
+        $adapter = (new ReflectionClass(Mongo::class))->newInstanceWithoutConstructor();
+        $adapter->setAuthorization($authorization);
+
+        $method = new ReflectionMethod(Mongo::class, 'permissionStrings');
+
+        /** @var list<string> $values */
+        $values = $method->invoke($adapter, $type);
+
+        return $values;
+    }
+}