diff --git a/backend/DramaLing.Api/Services/GeminiService.cs b/backend/DramaLing.Api/Services/GeminiService.cs
index 7a9623b..41e1945 100644
--- a/backend/DramaLing.Api/Services/GeminiService.cs
+++ b/backend/DramaLing.Api/Services/GeminiService.cs
@@ -40,8 +40,58 @@ public class GeminiService : IGeminiService
             _logger.LogInformation("Starting sentence analysis for text: {Text}, UserLevel: {UserLevel}",
                 inputText.Substring(0, Math.Min(50, inputText.Length)), userLevel);
 
-            // 使用簡單的 prompt 直接調用 Gemini API
-            var prompt = $"Translate this English sentence to Traditional Chinese and provide grammar analysis: \"{inputText}\"";
+            // 符合產品需求規格的結構化 prompt
+            var prompt = $@"You are an English learning assistant. Analyze this sentence for a {userLevel} CEFR level learner and return ONLY a valid JSON response.
+
+**Input Sentence**: ""{inputText}""
+**Learner Level**: {userLevel}
+
+**Required JSON Structure:**
+{{
+  ""sentenceTranslation"": ""Traditional Chinese translation of the entire sentence"",
+  ""hasGrammarErrors"": true/false,
+  ""grammarCorrections"": [
+    {{
+      ""original"": ""incorrect text"",
+      ""corrected"": ""correct text"",
+      ""type"": ""error type (tense/subject-verb/preposition/word-order)"",
+      ""explanation"": ""brief explanation in Traditional Chinese""
+    }}
+  ],
+  ""vocabularyAnalysis"": {{
+    ""word1"": {{
+      ""word"": ""the word"",
+      ""translation"": ""Traditional Chinese translation"",
+      ""definition"": ""English definition"",
+      ""partOfSpeech"": ""noun/verb/adjective/etc"",
+      ""pronunciation"": ""/phonetic/"",
+      ""difficultyLevel"": ""A1/A2/B1/B2/C1/C2"",
+      ""isIdiom"": false,
+      ""frequency"": ""high/medium/low"",
+      ""synonyms"": [""synonym1"", ""synonym2""],
+      ""example"": ""example sentence"",
+      ""exampleTranslation"": ""Traditional Chinese example translation""
+    }}
+  }},
+  ""idioms"": [
+    {{
+      ""phrase"": ""idiomatic expression"",
+      ""translation"": ""Traditional Chinese meaning"",
+      ""definition"": ""English explanation"",
+      ""example"": ""usage example"",
+      ""exampleTranslation"": ""Traditional Chinese example""
+    }}
+  ]
+}}
+
+**Analysis Guidelines:**
+1. **Grammar Check**: Detect tense errors, subject-verb agreement, preposition usage, word order
+2. **Vocabulary Analysis**: Include ALL significant words (exclude articles: a, an, the)
+3. **CEFR Levels**: Assign accurate A1-C2 levels for each word
+4. **Idioms**: Identify any idiomatic expressions or phrasal verbs
+5. **Translations**: Use Traditional Chinese (Taiwan standard)
+
+**IMPORTANT**: Return ONLY the JSON object, no additional text or explanation.";
 
             var aiResponse = await CallGeminiAPI(prompt);
 
@@ -52,6 +102,13 @@ public class GeminiService : IGeminiService
                 throw new InvalidOperationException("Gemini API returned empty response");
             }
 
+            // 檢查是否是安全過濾的回退訊息
+            if (aiResponse.Contains("temporarily unavailable due to safety filtering"))
+            {
+                // 這是安全過濾的情況，但我們仍然要處理它而不是拋出異常
+                _logger.LogWarning("Using safety filtering fallback response");
+            }
+
             // 直接使用 AI 的回應創建分析數據
             var analysisData = CreateAnalysisFromAIResponse(inputText, userLevel, aiResponse);
 
@@ -72,47 +129,129 @@ public class GeminiService : IGeminiService
         _logger.LogInformation("Creating analysis from AI response: {ResponsePreview}...",
             aiResponse.Substring(0, Math.Min(100, aiResponse.Length)));
 
-        // 直接使用 AI 回應作為分析結果
-        var analysisData = new SentenceAnalysisData
+        try
+        {
+            // 清理 AI 回應以確保是純 JSON
+            var cleanJson = aiResponse.Trim();
+            if (cleanJson.StartsWith("```json"))
+            {
+                cleanJson = cleanJson.Substring(7);
+            }
+            if (cleanJson.EndsWith("```"))
+            {
+                cleanJson = cleanJson.Substring(0, cleanJson.Length - 3);
+            }
+
+            // 解析 AI 回應的 JSON
+            var aiAnalysis = JsonSerializer.Deserialize<AiAnalysisResponse>(cleanJson, new JsonSerializerOptions
+            {
+                PropertyNameCaseInsensitive = true
+            });
+
+            if (aiAnalysis == null)
+            {
+                throw new InvalidOperationException("Failed to parse AI response JSON");
+            }
+
+            // 轉換為 DTO 結構
+            var analysisData = new SentenceAnalysisData
+            {
+                OriginalText = inputText,
+                SentenceMeaning = aiAnalysis.SentenceTranslation ?? "",
+                VocabularyAnalysis = ConvertVocabularyAnalysis(aiAnalysis.VocabularyAnalysis ?? new()),
+                GrammarCorrection = ConvertGrammarCorrection(aiAnalysis),
+                Metadata = new AnalysisMetadata
+                {
+                    UserLevel = userLevel,
+                    ProcessingDate = DateTime.UtcNow,
+                    AnalysisModel = "gemini-1.5-flash",
+                    AnalysisVersion = "2.0"
+                }
+            };
+
+            // 計算統計
+            analysisData.Statistics = CalculateStatistics(analysisData.VocabularyAnalysis, userLevel);
+
+            return analysisData;
+        }
+        catch (JsonException ex)
+        {
+            _logger.LogError(ex, "Failed to parse AI response as JSON: {Response}", aiResponse);
+            // 回退到舊的處理方式
+            return CreateFallbackAnalysis(inputText, userLevel, aiResponse);
+        }
+    }
+
+    private Dictionary<string, VocabularyAnalysisDto> ConvertVocabularyAnalysis(Dictionary<string, AiVocabularyAnalysis> aiVocab)
+    {
+        var result = new Dictionary<string, VocabularyAnalysisDto>();
+
+        foreach (var kvp in aiVocab)
+        {
+            var aiWord = kvp.Value;
+            result[kvp.Key] = new VocabularyAnalysisDto
+            {
+                Word = aiWord.Word ?? kvp.Key,
+                Translation = aiWord.Translation ?? "",
+                Definition = aiWord.Definition ?? "",
+                PartOfSpeech = aiWord.PartOfSpeech ?? "unknown",
+                Pronunciation = aiWord.Pronunciation ?? $"/{kvp.Key}/",
+                DifficultyLevel = aiWord.DifficultyLevel ?? "A2",
+                IsIdiom = aiWord.IsIdiom,
+                Frequency = aiWord.Frequency ?? "medium",
+                Synonyms = aiWord.Synonyms ?? new List<string>(),
+                Example = aiWord.Example,
+                ExampleTranslation = aiWord.ExampleTranslation,
+                Tags = new List<string> { "ai-analyzed", "gemini" }
+            };
+        }
+
+        return result;
+    }
+
+    private GrammarCorrectionDto? ConvertGrammarCorrection(AiAnalysisResponse aiAnalysis)
+    {
+        if (!aiAnalysis.HasGrammarErrors || aiAnalysis.GrammarCorrections == null || !aiAnalysis.GrammarCorrections.Any())
+        {
+            return null;
+        }
+
+        var corrections = aiAnalysis.GrammarCorrections.Select(gc => new GrammarErrorDto
+        {
+            Error = gc.Original ?? "",
+            Correction = gc.Corrected ?? "",
+            Type = gc.Type ?? "grammar",
+            Explanation = gc.Explanation ?? "",
+            Severity = "medium",
+            Position = new ErrorPosition { Start = 0, End = 0 } // 簡化處理
+        }).ToList();
+
+        return new GrammarCorrectionDto
+        {
+            HasErrors = true,
+            CorrectedText = string.Join(" ", corrections.Select(c => c.Correction)),
+            Corrections = corrections
+        };
+    }
+
+    private SentenceAnalysisData CreateFallbackAnalysis(string inputText, string userLevel, string aiResponse)
+    {
+        _logger.LogWarning("Using fallback analysis due to JSON parsing failure");
+
+        return new SentenceAnalysisData
         {
             OriginalText = inputText,
-            SentenceMeaning = aiResponse, // 直接使用 AI 的完整回應作為分析結果
+            SentenceMeaning = aiResponse,
             VocabularyAnalysis = CreateBasicVocabularyFromText(inputText, aiResponse),
             Metadata = new AnalysisMetadata
             {
                 UserLevel = userLevel,
                 ProcessingDate = DateTime.UtcNow,
-                AnalysisModel = "gemini-1.5-flash",
+                AnalysisModel = "gemini-1.5-flash-fallback",
                 AnalysisVersion = "1.0"
-            }
+            },
+            Statistics = new AnalysisStatistics()
         };
-
-        // 檢查是否有語法錯誤（基於 AI 回應）
-        if (aiResponse.ToLower().Contains("error") || aiResponse.ToLower().Contains("incorrect") ||
-            aiResponse.ToLower().Contains("should be") || aiResponse.ToLower().Contains("錯誤"))
-        {
-            analysisData.GrammarCorrection = new GrammarCorrectionDto
-            {
-                HasErrors = true,
-                CorrectedText = inputText, // 保持原文，讓用戶看到 AI 的建議
-                Corrections = new List<GrammarErrorDto>
-                {
-                    new GrammarErrorDto
-                    {
-                        Error = "AI detected grammar issues",
-                        Correction = "See AI analysis above",
-                        Type = "AI Grammar Check",
-                        Explanation = aiResponse, // 直接使用 AI 的解釋
-                        Severity = "medium"
-                    }
-                }
-            };
-        }
-
-        // 計算統計（使用統一的慣用語術語）
-        analysisData.Statistics = CalculateStatistics(analysisData.VocabularyAnalysis, userLevel);
-
-        return analysisData;
     }
 
     private Dictionary<string, VocabularyAnalysisDto> CreateBasicVocabularyFromText(string inputText, string aiResponse)
@@ -199,11 +338,37 @@ public class GeminiService : IGeminiService
             response.EnsureSuccessStatusCode();
 
             var responseJson = await response.Content.ReadAsStringAsync();
+            _logger.LogInformation("Raw Gemini API response: {Response}", responseJson.Substring(0, Math.Min(500, responseJson.Length)));
+
             var geminiResponse = JsonSerializer.Deserialize<GeminiApiResponse>(responseJson);
 
+            // Check for safety filter blocking
+            if (geminiResponse?.PromptFeedback != null)
+            {
+                _logger.LogWarning("Gemini prompt feedback received: {Feedback}", JsonSerializer.Serialize(geminiResponse.PromptFeedback));
+            }
+
+            // 詳細調試信息
+            _logger.LogInformation("Gemini response candidates count: {Count}", geminiResponse?.Candidates?.Count ?? 0);
+            var firstCandidate = geminiResponse?.Candidates?.FirstOrDefault();
+            _logger.LogInformation("First candidate content: {HasContent}", firstCandidate?.Content != null);
+            _logger.LogInformation("First candidate parts count: {Count}", firstCandidate?.Content?.Parts?.Count ?? 0);
+
+            // Try to get response text
             var aiText = geminiResponse?.Candidates?.FirstOrDefault()?.Content?.Parts?.FirstOrDefault()?.Text ?? string.Empty;
 
             _logger.LogInformation("Gemini API returned: {ResponseLength} characters", aiText.Length);
+            if (!string.IsNullOrEmpty(aiText))
+            {
+                _logger.LogInformation("AI text preview: {Preview}", aiText.Substring(0, Math.Min(200, aiText.Length)));
+            }
+
+            // If no text but we have a successful response, it might be safety filtered
+            if (string.IsNullOrWhiteSpace(aiText) && geminiResponse?.PromptFeedback != null)
+            {
+                // Return a fallback response instead of throwing
+                return "The content analysis is temporarily unavailable due to safety filtering. Please try with different content.";
+            }
 
             return aiText;
         }
@@ -219,6 +384,7 @@ public class GeminiService : IGeminiService
 internal class GeminiApiResponse
 {
     public List<GeminiCandidate>? Candidates { get; set; }
+    public object? PromptFeedback { get; set; }
 }
 
 internal class GeminiCandidate
@@ -234,4 +400,46 @@ internal class GeminiContent
 internal class GeminiPart
 {
     public string? Text { get; set; }
+}
+
+// AI Response JSON Models
+internal class AiAnalysisResponse
+{
+    public string? SentenceTranslation { get; set; }
+    public bool HasGrammarErrors { get; set; }
+    public List<AiGrammarCorrection>? GrammarCorrections { get; set; }
+    public Dictionary<string, AiVocabularyAnalysis>? VocabularyAnalysis { get; set; }
+    public List<AiIdiom>? Idioms { get; set; }
+}
+
+internal class AiGrammarCorrection
+{
+    public string? Original { get; set; }
+    public string? Corrected { get; set; }
+    public string? Type { get; set; }
+    public string? Explanation { get; set; }
+}
+
+internal class AiVocabularyAnalysis
+{
+    public string? Word { get; set; }
+    public string? Translation { get; set; }
+    public string? Definition { get; set; }
+    public string? PartOfSpeech { get; set; }
+    public string? Pronunciation { get; set; }
+    public string? DifficultyLevel { get; set; }
+    public bool IsIdiom { get; set; }
+    public string? Frequency { get; set; }
+    public List<string>? Synonyms { get; set; }
+    public string? Example { get; set; }
+    public string? ExampleTranslation { get; set; }
+}
+
+internal class AiIdiom
+{
+    public string? Phrase { get; set; }
+    public string? Translation { get; set; }
+    public string? Definition { get; set; }
+    public string? Example { get; set; }
+    public string? ExampleTranslation { get; set; }
 }
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