diff --git a/app/src/protyle/header/Title.ts b/app/src/protyle/header/Title.ts
index 3da8e6d9c..bdb7c6b83 100644
--- a/app/src/protyle/header/Title.ts
+++ b/app/src/protyle/header/Title.ts
@@ -104,8 +104,12 @@ export class Title {
                     event.stopPropagation();
                     let textPlain = await readText() || "";
                     if (textPlain) {
+                        // 对 <<assets/...>> 进行内部转义 https://github.com/siyuan-note/siyuan/issues/11992
+                        textPlain = textPlain.replace(/<<assets\//g, "__@lt2assets/@__").replace(/>>/g, "__@gt2@__");
                         // 对 HTML 标签进行内部转义，避免被 Lute 解析以后变为小写 https://github.com/siyuan-note/siyuan/issues/10620
                         textPlain = textPlain.replace(/</g, ";;;lt;;;").replace(/>/g, ";;;gt;;;");
+                        // 反转义 <<assets/...>>
+                        textPlain = textPlain.replace(/__@lt2assets\/@__/g, "<<assets/").replace(/__@gt2@__/g, ">>");
                         enableLuteMarkdownSyntax(protyle);
                         let content = protyle.lute.BlockDOM2EscapeMarkerContent(protyle.lute.Md2BlockDOM(textPlain));
                         restoreLuteMarkdownSyntax(protyle);
@@ -273,7 +277,9 @@ export class Title {
                     accelerator: "⇧⌘V",
                     click: async () => {
                         let textPlain = await readText() || "";
+                        textPlain = textPlain.replace(/<<assets\//g, "__@lt2assets/@__").replace(/>>/g, "__@gt2@__");
                         textPlain = textPlain.replace(/</g, ";;;lt;;;").replace(/>/g, ";;;gt;;;");
+                        textPlain = textPlain.replace(/__@lt2assets\/@__/g, "<<assets/").replace(/__@gt2@__/g, ">>");
                         enableLuteMarkdownSyntax(protyle);
                         let content = protyle.lute.BlockDOM2EscapeMarkerContent(protyle.lute.Md2BlockDOM(textPlain));
                         restoreLuteMarkdownSyntax(protyle);
diff --git a/app/src/protyle/util/paste.ts b/app/src/protyle/util/paste.ts
index 741aaea82..38ddd10ee 100644
--- a/app/src/protyle/util/paste.ts
+++ b/app/src/protyle/util/paste.ts
@@ -175,9 +175,15 @@ export const pasteAsPlainText = async (protyle: IProtyle) => {
         // 删掉 <span data-type\="text".*>text</span> 标签，只保留文本
         textPlain = textPlain.replace(/<span data-type="text".*?>(.*?)<\/span>/g, "$1");
 
+        // 对 <<assets/...>> 进行内部转义 https://github.com/siyuan-note/siyuan/issues/11992
+        textPlain = textPlain.replace(/<<assets\//g, "__@lt2assets/@__").replace(/>>/g, "__@gt2@__");
+
         // 对 HTML 标签进行内部转义，避免被 Lute 解析以后变为小写 https://github.com/siyuan-note/siyuan/issues/10620
         textPlain = textPlain.replace(/</g, ";;;lt;;;").replace(/>/g, ";;;gt;;;");
 
+        // 反转义 <<assets/...>>
+        textPlain = textPlain.replace(/__@lt2assets\/@__/g, "<<assets/").replace(/__@gt2@__/g, ">>");
+
         // 反转义内置需要解析的 HTML 标签
         textPlain = textPlain.replace(/__@sub@__/g, "<sub>").replace(/__@\/sub@__/g, "</sub>");
         textPlain = textPlain.replace(/__@sup@__/g, "<sup>").replace(/__@\/sup@__/g, "</sup>");