diff --git a/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/Value.java b/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/Value.java
index 69928d03d..9cf42afcd 100644
--- a/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/Value.java
+++ b/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/Value.java
@@ -501,8 +501,8 @@ public com.google.datastore.v1.KeyOrBuilder getKeyValueOrBuilder() {
    *
    * <pre>
    * A UTF-8 encoded string value.
-   * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-   * Otherwise, may be set to at least 1,000,000 bytes.
+   * When `exclude_from_indexes` is false (it is indexed), may have at most
+   * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
    * </pre>
    *
    * <code>string string_value = 17;</code>
@@ -530,8 +530,8 @@ public java.lang.String getStringValue() {
    *
    * <pre>
    * A UTF-8 encoded string value.
-   * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-   * Otherwise, may be set to at least 1,000,000 bytes.
+   * When `exclude_from_indexes` is false (it is indexed), may have at most
+   * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
    * </pre>
    *
    * <code>string string_value = 17;</code>
@@ -2097,8 +2097,8 @@ public com.google.datastore.v1.KeyOrBuilder getKeyValueOrBuilder() {
      *
      * <pre>
      * A UTF-8 encoded string value.
-     * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-     * Otherwise, may be set to at least 1,000,000 bytes.
+     * When `exclude_from_indexes` is false (it is indexed), may have at most
+     * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
      * </pre>
      *
      * <code>string string_value = 17;</code>
@@ -2126,8 +2126,8 @@ public java.lang.String getStringValue() {
      *
      * <pre>
      * A UTF-8 encoded string value.
-     * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-     * Otherwise, may be set to at least 1,000,000 bytes.
+     * When `exclude_from_indexes` is false (it is indexed), may have at most
+     * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
      * </pre>
      *
      * <code>string string_value = 17;</code>
@@ -2155,8 +2155,8 @@ public com.google.protobuf.ByteString getStringValueBytes() {
      *
      * <pre>
      * A UTF-8 encoded string value.
-     * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-     * Otherwise, may be set to at least 1,000,000 bytes.
+     * When `exclude_from_indexes` is false (it is indexed), may have at most
+     * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
      * </pre>
      *
      * <code>string string_value = 17;</code>
@@ -2178,8 +2178,8 @@ public Builder setStringValue(java.lang.String value) {
      *
      * <pre>
      * A UTF-8 encoded string value.
-     * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-     * Otherwise, may be set to at least 1,000,000 bytes.
+     * When `exclude_from_indexes` is false (it is indexed), may have at most
+     * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
      * </pre>
      *
      * <code>string string_value = 17;</code>
@@ -2199,8 +2199,8 @@ public Builder clearStringValue() {
      *
      * <pre>
      * A UTF-8 encoded string value.
-     * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-     * Otherwise, may be set to at least 1,000,000 bytes.
+     * When `exclude_from_indexes` is false (it is indexed), may have at most
+     * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
      * </pre>
      *
      * <code>string string_value = 17;</code>
diff --git a/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/ValueOrBuilder.java b/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/ValueOrBuilder.java
index 3f61abd94..f7e039308 100644
--- a/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/ValueOrBuilder.java
+++ b/proto-google-cloud-datastore-v1/src/main/java/com/google/datastore/v1/ValueOrBuilder.java
@@ -168,8 +168,8 @@ public interface ValueOrBuilder
    *
    * <pre>
    * A UTF-8 encoded string value.
-   * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-   * Otherwise, may be set to at least 1,000,000 bytes.
+   * When `exclude_from_indexes` is false (it is indexed), may have at most
+   * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
    * </pre>
    *
    * <code>string string_value = 17;</code>
@@ -182,8 +182,8 @@ public interface ValueOrBuilder
    *
    * <pre>
    * A UTF-8 encoded string value.
-   * When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-   * Otherwise, may be set to at least 1,000,000 bytes.
+   * When `exclude_from_indexes` is false (it is indexed), may have at most
+   * 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
    * </pre>
    *
    * <code>string string_value = 17;</code>
diff --git a/proto-google-cloud-datastore-v1/src/main/proto/google/datastore/v1/entity.proto b/proto-google-cloud-datastore-v1/src/main/proto/google/datastore/v1/entity.proto
index 96d13eccc..dc3a60120 100644
--- a/proto-google-cloud-datastore-v1/src/main/proto/google/datastore/v1/entity.proto
+++ b/proto-google-cloud-datastore-v1/src/main/proto/google/datastore/v1/entity.proto
@@ -145,8 +145,8 @@ message Value {
     Key key_value = 5;
 
     // A UTF-8 encoded string value.
-    // When `exclude_from_indexes` is false (it is indexed) , may have at most 1500 bytes.
-    // Otherwise, may be set to at least 1,000,000 bytes.
+    // When `exclude_from_indexes` is false (it is indexed), may have at most
+    // 1500 bytes. Otherwise, may be set to at most 1,000,000 bytes.
     string string_value = 17;
 
     // A blob value.
diff --git a/synth.metadata b/synth.metadata
index d9ff8131a..d18a2a117 100644
--- a/synth.metadata
+++ b/synth.metadata
@@ -4,22 +4,22 @@
       "git": {
         "name": ".",
         "remote": "https://github.com/googleapis/java-datastore.git",
-        "sha": "592d4b21f2637ed2f6b60a984ec215239ad2f923"
+        "sha": "b484256c30ac9117eb82688c801966b6ace856df"
       }
     },
     {
       "git": {
         "name": "googleapis",
         "remote": "https://github.com/googleapis/googleapis.git",
-        "sha": "d741cd976975c745d0199987aff0e908b8352992",
-        "internalRef": "305561906"
+        "sha": "4bef0001ac7040431ea24b6187424fdec9c08b1b",
+        "internalRef": "309990843"
       }
     },
     {
       "git": {
         "name": "synthtool",
         "remote": "https://github.com/googleapis/synthtool.git",
-        "sha": "52638600f387deb98efb5f9c85fec39e82aa9052"
+        "sha": "ab883569eb0257bbf16a6d825fd018b3adde3912"
       }
     }
   ],