Sepertinya anda harus menggunakan net smtp tls yg lain yg lbh di maintain, ex: 
Net::SMTP::TLS::ButMaintained

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-----Original Message-----
From: Preman Terminal <[email protected]>
Date: Wed, 6 Apr 2011 15:22:32 
To: <[email protected]>
Reply-To: [email protected]
Subject: [linux-programming] Mengirim email menggunakan skrip perl
Saya punya skrip seperti ini:

#!/usr/bin/perl -w

use MIME::Lite;
use Net::SMTP::TLS;

$FROM='[email protected]';
$TO='[email protected]';
$subject='TESTING 123';
$SMTPUSER='[email protected]';
$SMTPPASS='s3cr37';
$message_text='testing';

my $msg = MIME::Lite->new(From => $FROM,To => $TO,Subject =>
$subject,Type => 'multipart/mixed');
$msg->attach(Encoding => 'quoted-printable',Type => 'text/plain;
charset=UTF-8',Data => $message_text);
$msg->attach(Encoding => 'base64',Type => 'application/pdf',Filename
=> 'kontak.pdf',Path => '/root/kontak.pdf',Disposition =>
'attachment');


my $smtp = new Net::SMTP::TLS('smtp.gmail.com', Port => 587, User =>
$SMTPUSER, Password => $SMTPPASS, Timeout => 60);
$smtp->mail($FROM);
$smtp->to($TO);
$smtp->data;
$smtp->datasend($msg->as_string);
$smtp->dataend;
$smtp->quit;

Skrip ini utk mengirimkan email menggunakan SMTP Google, ada attachment
berupa pdf yg besarnya sekitar 20KB. Email sudah terkirim ke tujuan, tapi
mengapa attachment yg disertakan dipecah ya??

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